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Methyl chloroformate → Methyl (2-(hydroxymethyl)phenyl)carbamate

HRID 910758
Notes
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Reaction equation

HRID 910758 reaction equation
N[CH:2]([OH:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:10][O:11][C:12](Cl)=[O:13].CC[N:17](C(C)C)C(C)C>>[CH3:10][O:11][C:12](=[O:13])[NH:17][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[CH2:2][OH:9]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 6586Methyl chloroformateHCID 81531DiisopropylethylamineHCID 5250324HCID 5250324, compound

Product 1

HCID 54236756Methyl (2-(hydroxymethyl)phenyl)carbamate

Procedure

Reaction of aminobenzylalcohol (3 g) with methylchloroformate (1.9 ml) in the presence of DIPEA (12.8 ml) was performed according to the method described in example 22. The residue was chromatographed on silica gel in dichloromethane/ethyl acetate=25/1 as eluent. Yield: 4.19 g.

Workup

  1. customThe residue was chromatographed on silica gel in dichloromethane/ethyl acetate=25/1 as eluent

Sources & evidence

ORD record
ord-e86d56d26b9943a5a3ca7936ef4d82d8
Source dataset
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08022218B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes