Methanol → 1-(3-Phenoxyphenyl)-4-(methoxyphenyl)-4-methyl-1-penten-3-one

HRID 1194401Notes

Reaction equation

CO[C:3]1[CH:8]=[CH:7][C:6]([C:9]([CH3:14])([C:11](=[O:13])[CH3:12])[CH3:10])=[CH:5][CH:4]=1.[O:15]([C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=1)[CH:25]=O)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[OH-:30].[K+].[CH3:32]O>>[O:15]([C:22]1[CH:23]=[C:24]([CH:25]=[CH:12][C:11](=[O:13])[C:9]([C:6]2[CH:5]=[CH:4][CH:3]=[CH:8][C:7]=2[O:30][CH3:32])([CH3:10])[CH3:14])[CH:27]=[CH:28][CH:29]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

Reactant 4

HCID 887Methanol

HCID 14797Potassium Hydroxide

HCID 382843-Phenoxybenzaldehyde

HCID 111271093-(4-Methoxyphenyl)-3-methylbutan-2-one

Product 1

HCID 541505401-(3-Phenoxyphenyl)-4-(methoxyphenyl)-4-methyl-1-penten-3-one

Conditions

Temperature: 40 °C

Procedure

A mixture of 10 g of 2-(4-methoxyphenyl)-2-methyl-3-butanone, 33.7 g of 3-phenoxybenzaldehyde, 80 ml of methanol and 4.0 g of KOH was stirred at 40° C. for two hours, and then treated in the same manner as described in (a) of (1) of Synthesis Example 1 to give 25 g of 1-(3-phenoxyphenyl)-4-(methoxyphenyl)-4-methyl-1-penten-3-one.

Workup

additiontreated in the same manner

Sources & evidence

ORD record: ord-c9f072a8a87142f1849890aa4139a48a
Source dataset: uspto-grants-1989_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04814340

Reaction notes

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