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A solution of[Reactants]in[Solvents]was added to a stirred mixture of[Reactants], [Reactants] and [Reactants] in [Solvents] at[Temp] under [Gas]atmosphere. The resulting mixture was stirred at [Temp] for[Time].
In a [Volume][Vessel] was [Reactants] and [Reactants] in [Solvents] ([Volume]) to give a [Color] mixture.
[Reactants] was added to [Reactants]and [Reactants] in[Solvents]at [Temp]. The resulting mixture was stirred at [Temp] for[Time].
Add
[Reactants] was added and stir the reaction for [Time].
To a solution/mixture of [Reactants], [Reactants] in [Solvents]were added [Reactants], [Reactants],with stirring for [Time] at [Temp].
To a[Volume][Vessel] was added amixtureof [Reactants] in at [Temp]. Then [Reactants] was addeddropwise to the reactionmixture at [Temp]. The resulted mixture was warmed to [Temp] and stirred for [Time].
Wash
Washed with [Solvents], [Solvents], and [Solvents]. The [Layer] was dried by [Drying Agents], filt and conc.
Dry
The solid was dried in an oven under reduced pressure.
The solid was dried under vacuum.
The combined aqueous layer was dried by lyophilization.
The solid was dried over anhydrous sodium sulfate.
Dilute
The reaction mixture was diluted with [Solvents]([Volume]).
Quench
Quench the reaction by slowly adding[Quenching/Cooling Agents]([Volume]).
Filter
The reaction mixture was filtered through filter.
The solids were filtered out.
After filtration, the filtrate was concentrated under reduced pressure and the residue was
Elute
The residue waselutedwith [Solvents] ([Ratio]:[Ratio]).
Cooling
The mixture was cooled to ambient temperature.
The reaction mixture was cooled to [Temp] with a/an [Quenching/Cooling Agents] bath.
Stir
To a solution of [Reactants] in [Solvents] was added [Reactants] at [Temp]. After stirring for [Time] at [Temp],
A solution of [Reactants] in [Solvents] was stirred for [Time] at [Temp].
The reactionmixture was stirred under [Gas]([Pressure]) for [Time] at [Temp].
Extract
The aqueous layer was extracted with [Solvents] [Volume].
The organic layer was extracted with [Solvents] [Volume].
The resulting solution was extracted with [Volume]of [Solvents]and the aqueous layers combined.
The resulting solution was extracted with[Volume]of[Solvents] and the organic layers combined.
Degas
The reactionmixturewas degassed with [Gas] for 3 times.
PH adjust
The reaction mixture was adjusted to PH [Number] with [Acid/Base/Water]([Conc]).
Reagent as solid/liquid
[Reactants]was added to [Reactants], [Reactants]and [Reactants]in[Solvents]at [Temp] under[Gas]atmosphere. The resulting mixture was stirred at [Temp] for [Time].
Failed Reaction
[Reactants] was added to [Reactants] and [Reactants] in [Reagents] at[Temp]. The resulting mixture was stirred at [Temp]for [Time] with Dean-Stark trap to remove the water. LCMSshowed no product.
Crystallization
The crude product was purified by crystallization from [Solvents]/[Solvents]to afford [Products] as [Color] [State].
Recrystalisation
The crude product was re-crystallized from [Solvents]([Volume]) to afford [Products]as [Color] [State].
Decolorized
The resulting solution was decolorized by the addition of active carbon.
Distillation
The crude material was distilled bydistillation.
The crude product was purified by distillation at [Pressure], collecting fractions that distilled
at [Temp] to afford [Products] as [Color] [State].
Chiral-Prep-HPLC
The product was purified by Chiral-Prep-HPLC with the following conditions: Column, Repaired IC, 0.46*10cm,5um; mobile phase: Hex(0.1%TFA):EtOH=70:30; Detector, UV 254 nm.
The faster peak was obtained at[Time].The collected fractions were combined and concentrated under vacuum. The residue was lyophilized to give[Products]as [Color] [State]. The slower peak was obtained at [Time]. The collected fractions were combined and concentrated under vacuum.
Prep-HPLC
The product was purified by Prep-HPLC with the following conditions:
Column, Xbridge C18 , 19*150mm; mobile phase: Water (0.05% TFA) and acetonitrile (hold 34% acetonitrile for 8 min, hold 100% for 2 min, down to 34% in 2 min); Detector, UV 254 nm. RT:6.82 min.
The crude product was purified by Prep- HPLC to afford [Products] as [Color] [State].
Prep-TLC
The residue was purified by Prep-TLC with[Solvents]([Ratio]:[Ratio]) to give[Products] as [Color] [State].
Column
The residue was purified by silica gel column chromatography, eluted with [Solvents]([Ratio]:[Ratio]) to afford [Products] as [Color][State].。