Toluene → 2-Chlorobenzyl chloroformate

HRID 276752

Reaction equation

HRID 276752 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][OH:5].C(N(CC)C(C)C)(C)C.[C:19](Cl)([Cl:21])=[O:20].C1(C)C=CC=CC=1>C(OCC)C>[Cl:21][C:19]([O:5][CH2:4][C:3]1[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=1[Cl:1])=[O:20]

Participants

6

Reactant 4

HCID 1140TolueneHCID 6371PhosgeneHCID 288102-Chlorobenzyl alcoholHCID 81531Diisopropylethylamine

Product 1

HCID 40723422-Chlorobenzyl chloroformate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 2-chlorobenzyl alcohol (1.0 g, 7.0 mmol) in diethyl ether (15 ml) at 0° C. was added N,N-diisopropylethyl amine (2.4 ml, 14.0 mmol), and phosgene solution in toluene (7.5 ml, 14.0 mmol). The mixture was allowed to warm up to room temperature in 2 h while stirring, then it was filtered. The diethyl ether was removed by rotary evaporator, and the solution of 2-chlorobenzyl chloroformate in toluene was carried on for the next step reaction.

Workup

  1. filtrationit was filtered
  2. customThe diethyl ether was removed by rotary evaporator
  3. customthe solution of 2-chlorobenzyl chloroformate in toluene was carried on for the next step reaction

Sources & evidence

ORD record
ord-7d787405cde24cf68db746c58a937651
Source dataset
uspto-grants-2002_03
Patent number
US06355618B1

Linked notes

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