3-Bromo-2,4-dimethoxybenzaldehyde → HCID 67067678, compound

HRID 1037176Notes

Reaction equation

HRID 1037176 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.[Br:20][C:21]1[C:22]([O:31][CH3:32])=[C:23]([CH:26]=[CH:27][C:28]=1[O:29][CH3:30])[CH:24]=[O:25]>>[Br:20][C:21]1[C:22]([O:31][CH3:32])=[C:23]([CH:24]([OH:25])[C:9]#[C:8][C:6]2[CH:7]=[CH:2][CH:3]=[CH:4][CH:5]=2)[CH:26]=[CH:27][C:28]=1[O:29][CH3:30]

Participants

3

Reactant 2

HCID 141209463-Bromo-2,4-dimethoxybenzaldehydeHCID 670676721-(5-Fluoro-2-methoxy-phenyl)-3-phenyl-prop-2-yn-1-ol

Product 1

HCID 67067678HCID 67067678, compoundYield 59%

Procedure

Following the procedure used to prepare 1-(5-fluoro-2-methoxy-phenyl)-3-phenyl-prop-2-yn-1-ol, 3-bromo-2,4-dimethoxy-benzaldehyde (0.80 g, 3.26 mmol) [prepared as described in Helv. Chim, Acta, 1990, 73, 48], was reacted to give the title compound (0.67 g, 59%). 1H NMR (400 MHz, DMSO-d6): δ 7.67-7.62 (d, 1H), 7.45-7.35 (m, 5H), 7.01-6.96 (d, 1H), 6.14-6.11 (d, 1H), 5.78-5.74 (d, 1H), 3.88-3.84 (m, 6H).

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-35a9a7c4c0144e7bb26cc9201db97e58
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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