Tert-butyl 4-chlorobenzyloxycarbamate → O-[(4-chlorophenyl)methyl]hydroxylamine

HRID 1810104Notes

Reaction equation

HRID 1810104 reaction equation
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][O:7][NH:8]C(=O)OC(C)(C)C)=[CH:4][CH:3]=1>Cl.O1CCOCC1>[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][O:7][NH2:8])=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 86647014Tert-butyl 4-chlorobenzyloxycarbamate

Product 1

HCID 217574O-[(4-chlorophenyl)methyl]hydroxylamineYield 98.6%

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

A mixture of tert-butyl 4-chlorobenzyloxycarbamate (1.28 g, 4.97 mmol) in 15 mL of 4 M HCl-dioxane was stirred at ambient temperature for 1.5 hours. The reaction was concentrated to provide O-(4-chlorobenzyl)hydroxylamine (0.95 g, 4.90 mmol).

Workup

  1. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-ff10b2caaa204d31ae73ac73620aae4d
Source dataset
uspto-grants-2013_01
Patent number
US08362056B2

Reaction notes

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