Benzyl Alcohol → Benzyl chloroformate
Reaction equation
[Cl:1][C:2](Cl)([O:4]C(=O)OC(Cl)(Cl)Cl)Cl.[C:13]1([CH2:19][OH:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(Cl)(Cl)(Cl)Cl>[Cl:1][C:2]([O:20][CH2:19][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 5 °C
Procedure
Triphosgene (29.8 g, 0.1 mol) and 50 mL of carbon tetrachloride were added into 250 mL of flask in sequence, the mixture was cooled to 5° C. below by ice bath, then the solution of phenylmethanol (10.8 g, 0.1 mol) and 20 mL of carbon tetrachloride were dropwise to the reaction solution followed by stirring for 5 hours at room temperature after removing ice bath. The reaction was monitored by thin-layer chromatography (TLC). Upon completion the mixture was added ethyl acetate, the organic phase was washed by water and then evaporated under reduced pressure to obtain 16.3 g of colorless of oil with yield of 95.6%.
Workup
- customafter removing ice bath
- additionUpon completion the mixture was added ethyl acetate
- washthe organic phase was washed by water
- customevaporated under reduced pressure
- customto obtain 16.3 g of colorless of oil with yield of 95.6%
Sources & evidence
- ORD record
- ord-3a70a83207d14fd0a3abd8f865b9f519
- Source dataset
- uspto-grants-2015_04
- Patent number
- US09018218B2
Reaction notes
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