2,3,4-Trimethoxybenzaldehyde → 3-Phenyl-1-(2,3,4-trimethoxy-phenyl)-prop-2-yn-1-ol

HRID 1037162Notes

Reaction equation

HRID 1037162 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[C:29]([O:30][CH3:31])=[C:28]([O:32][CH3:33])[CH:27]=[CH:26][C:23]=1[CH:24]=[O:25]>>[C:6]1([C:8]#[C:9][CH:24]([C:23]2[CH:26]=[CH:27][C:28]([O:32][CH3:33])=[C:29]([O:30][CH3:31])[C:22]=2[O:21][CH3:20])[OH:25])[CH:7]=[CH:2][CH:3]=[CH:4][CH:5]=1

Participants

3

Reactant 2

HCID 750062,3,4-TrimethoxybenzaldehydeHCID 670676721-(5-Fluoro-2-methoxy-phenyl)-3-phenyl-prop-2-yn-1-ol

Product 1

HCID 670677423-Phenyl-1-(2,3,4-trimethoxy-phenyl)-prop-2-yn-1-olYield 99%

Procedure

Following the procedure used to prepare 1-(5-fluoro-2-methoxy-phenyl)-3-phenyl-prop-2-yn-1-ol, 2,3,4-trimethoxybenzaldehyde (1.00 g, 5.10 mmol) was reacted to give the title compound (1.50 g, 99%). 1H NMR (400 MHz, DMSO-d6): δ 7.45-7.28 (m, 6H), 6.88-6.83 (m, 1H), 5.97-5.92 (d, 1H), 5.73-5.68 (d, 1H), 3.85 (s, 3H), 3.80 (s, 3H), 3.76 (s, 3H).

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-db0ecdc84a1b4fbb8d71cf2097c833fd
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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