4-Fluoro-2-methoxybenzaldehyde → 1-(4-Fluoro-2-methoxy-phenyl)-3-phenyl-prop-2-yn-1-ol

Reaction equation

COC1C(C(O)[C:10]#[C:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=CC=C(OC)N=1.[F:21][C:22]1[CH:29]=[CH:28][C:25]([CH:26]=[O:27])=[C:24]([O:30][CH3:31])[CH:23]=1>>[F:21][C:22]1[CH:29]=[CH:28][C:25]([CH:26]([OH:27])[C:10]#[C:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:24]([O:30][CH3:31])[CH:23]=1

Participants

Reactant 2

HCID 27745374-Fluoro-2-methoxybenzaldehyde

HCID 670678161-(2,6-Dimethoxy-pyridin-3-yl)-3-phenyl-prop-2-yn-1-ol

Product 1

HCID 670678741-(4-Fluoro-2-methoxy-phenyl)-3-phenyl-prop-2-yn-1-olYield 96%

Procedure

Following the procedure used to prepare 1-(2,6-dimethoxy-pyridin-3-yl)-3-phenyl-prop-2-yn-1-ol, 4-fluoro-2-methoxy-benzaldehyde was reacted to give the title compound (1.60 g, 96%) as a colourless oil. LCMS (Method A): RT=4.30 min, [M+Na]+=279.

Workup

customwas reacted

Sources & evidence

ORD record: ord-f5cd59b056d541cfbc9a5a45c126f297
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08546376B2

Reaction notes

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