Phosgene → 2-(2-Chloro-6-nitrophenyl)ethoxycarbonyl chloride

HRID 963755

Reaction equation

HRID 963755 reaction equation
[C:1]([Cl:4])(Cl)=[O:2].[Cl:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[C:7]=1[CH2:15][CH2:16][OH:17]>C1COCC1>[Cl:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[C:7]=1[CH2:15][CH2:16][O:17][C:1]([Cl:4])=[O:2]

Participants

4

Reactant 2

HCID 6371Phosgene2×HCID 7008102-(2-Chloro-6-nitrophenyl)ethanol

Product 1

HCID 190826922-(2-Chloro-6-nitrophenyl)ethoxycarbonyl chlorideYield 97%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Phosgene was introduced in a solution of 2-(2-chloro-6-nitrophenyl)ethanol (31 g, 154 mmol) in THF (190 ml, dist. over CaH2) at room temperature under stirring. After 2.5 h the excess phosgene and the solvent were removed by distillation in a high vacuum. 2-(2-chloro-6-nitrophenyl)ethoxycarbonyl chloride (39.4 g, 97%) was obtained as a yellow oil.

Workup

  1. customthe solvent were removed by distillation in a high vacuum

Sources & evidence

ORD record
ord-5eea3744c2ce48369a72f21b65a68c3e
Source dataset
uspto-grants-1998_06
Patent number
US05763599

Linked notes

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