Phosgene → 2-(5-Methoxy-2-nitrophenyl)ethyl carbonochloridate

HRID 963762Notes

Reaction equation

HRID 963762 reaction equation
[C:1]([Cl:4])(Cl)=[O:2].[CH3:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([N+:16]([O-:18])=[O:17])=[C:11]([CH2:13][CH2:14][OH:15])[CH:12]=1>C1COCC1>[CH3:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([N+:16]([O-:18])=[O:17])=[C:11]([CH2:13][CH2:14][O:15][C:1]([Cl:4])=[O:2])[CH:12]=1

Participants

4

Reactant 2

HCID 6371Phosgene2×HCID 138435815-Methoxy-2-nitrobenzeneethanol

Product 1

HCID 190826942-(5-Methoxy-2-nitrophenyl)ethyl carbonochloridateYield 96%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Phosgene was introduced in a solution of 2-(5-methoxy-2-nitrophenyl)ethanol (3.0 g, 15 mmol) in THF (40 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-(5-methoxy-2-nitrophenyl)ethoxycarbonyl chloride (3.72 g, 96%) was obtained as a yellow oil.

Workup

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

Sources & evidence

ORD record
ord-eddf8bd218b5471aad1f61f9ba75db68
Source dataset
uspto-grants-1998_06
Patent number
US05763599

Reaction notes

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