Propargyl alcohol → [4-(3-Hydroxy-prop-1-ynyl)-phenyl]-methyl-carbamic acid tert-butyl ester

Reaction equation

[C:1]([O:5][C:6](=[O:16])[N:7]([C:9]1[CH:14]=[CH:13][C:12](I)=[CH:11][CH:10]=1)[CH3:8])([CH3:4])([CH3:3])[CH3:2].[CH2:17]([OH:20])[C:18]#[CH:19]>>[C:1]([O:5][C:6](=[O:16])[N:7]([C:9]1[CH:14]=[CH:13][C:12]([C:19]#[C:18][CH2:17][OH:20])=[CH:11][CH:10]=1)[CH3:8])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 7859Propargyl alcohol

HCID 18537740N-Boc 4-Iodo-N-methylaniline

Product 1

HCID 68614558[4-(3-Hydroxy-prop-1-ynyl)-phenyl]-methyl-carbamic acid tert-butyl ester

Procedure

In analogy to example 18.3, reaction of (4-Iodo-phenyl)-methyl-carbamic acid tert-butyl ester with propargylalcohol yielded [4-(3-Hydroxy-prop-1-ynyl)-phenyl]-methyl-carbamic acid tert-butyl ester, MS: 261 (M+).

Sources & evidence

ORD record: ord-9071eba637134b45904a655bdab2cd2e
Source dataset: uspto-grants-2004_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06683201B2

Reaction notes

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