2,5-Dimethoxy-4-methylbenzaldehyde → 1-(2,5-Dimethoxy-4-methyl-phenyl)-3-phenyl-prop-2-yn-1-ol

HRID 1037168Notes

Reaction equation

HRID 1037168 reaction equation
F[C:2]1[CH:3]=[CH:4][C:5](OC)=[C:6]([CH:8](O)[C:9]#CC2C=CC=CC=2)[CH:7]=1.[CH3:20][O:21][C:22]1[CH:29]=[C:28]([CH3:30])[C:27]([O:31][CH3:32])=[CH:26][C:23]=1[CH:24]=[O:25]>>[CH3:20][O:21][C:22]1[CH:29]=[C:28]([CH3:30])[C:27]([O:31][CH3:32])=[CH:26][C:23]=1[CH:24]([OH:25])[C:9]#[C:8][C:6]1[CH:7]=[CH:2][CH:3]=[CH:4][CH:5]=1

Participants

3

Reactant 2

HCID 6020192,5-Dimethoxy-4-methylbenzaldehydeHCID 670676721-(5-Fluoro-2-methoxy-phenyl)-3-phenyl-prop-2-yn-1-ol

Product 1

HCID 670676531-(2,5-Dimethoxy-4-methyl-phenyl)-3-phenyl-prop-2-yn-1-olYield 98%

Procedure

Following the procedure used to prepare 1-(5-fluoro-2-methoxy-phenyl)-3-phenyl-prop-2-yn-1-ol, 2,5-dimethoxy-4-methyl-benzaldehyde (1.00 g, 5.55 mmol) was reacted to give the title compound (1.54 g, 98%). 1H NMR (400 MHz, DMSO-d6): δ 7.42-7.34 (m, 5H), 7.16 (s, 1H), 6.86 (s, 1H), 5.98-5.94 (d, 1H), 5.77-5.74 (d, 1H), 3.77 (s, 3H), 3.76 (s, 3H), 2.16 (s, 3H).

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-d4899ed1ff7c4c46863b6cf5e6f88cbf
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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