Phosgene → 2-(4-Chloro-2-nitrophenyl)ethoxycarbonyl chloride

HRID 963759Notes

Reaction equation

HRID 963759 reaction equation
[C:1]([Cl:4])(Cl)=[O:2].[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][OH:14])=[C:8]([N+:15]([O-:17])=[O:16])[CH:7]=1>C1COCC1>[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][O:14][C:1]([Cl:4])=[O:2])=[C:8]([N+:15]([O-:17])=[O:16])[CH:7]=1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 144915122-(4-Chloro-2-nitrophenyl)ethanol

Product 1

HCID 190827062-(4-Chloro-2-nitrophenyl)ethoxycarbonyl chlorideYield 95%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Phosgene was introduced in a solution of 2-(4-chloro-2-nitrophenyl)ethanol (6.8 g, 34 mmol) in THF (50 ml, dist. over CaH2) at room temperature. After 2.5 h, the excess phosgene and the solvent were removed by distillation in a high vacuum. 2-(4-chloro-2-nitrophenyl)ethoxycarbonyl chloride (8.53 g, 95%) was obtained as a yellow oil.

Workup

  1. customthe excess phosgene and the solvent were removed by distillation in a high vacuum

Sources & evidence

ORD record
ord-8c51da2b51054dae98ecad22212d01ab
Source dataset
uspto-grants-1998_06
Patent number
US05763599

Reaction notes

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