Phosgene → 2-(2-Nitrophenyl)ethoxycarbonyl chloride

HRID 963748Notes

Reaction equation

HRID 963748 reaction equation
[C:1]([Cl:4])(Cl)=[O:2].[N+:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][CH2:15][OH:16])([O-:7])=[O:6]>C1COCC1>[N+:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][CH2:15][O:16][C:1]([Cl:4])=[O:2])([O-:7])=[O:6]

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 270542-Nitrophenethyl alcohol

Product 1

HCID 152893322-(2-Nitrophenyl)ethoxycarbonyl chlorideYield 94%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Phosgene was introduced into a solution of 2-(2-nitrophenyl)ethanol (5.2 g, 31 mmol) in THF (20 ml, dist. over CaH2) at room temperature under stirring. After 1.5 h, the excess phosgene and the solvent were removed by distillation in a high vacuum. 2-(2-nitrophenyl)ethoxycarbonyl chloride (6.69 g, 94%) 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-6f998c33a39c4313bc6e0565c356246c
Source dataset
uspto-grants-1998_06
Patent number
US05763599

Reaction notes

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