Dimethylformamide dimethyl acetal → 1-(2-Chlorophenyl)-2-(4-chlorophenyl)-3-(dimethylamino)prop-2-en-1-one

HRID 916976Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:17])[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1.CO[CH:20](OC)[N:21]([CH3:23])[CH3:22]>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:17])[C:9]([C:10]1[CH:11]=[CH:12][C:13]([Cl:16])=[CH:14][CH:15]=1)=[CH:20][N:21]([CH3:23])[CH3:22]

Participants

Conditions

Temperature: 75 °C

Procedure

To a solution of the ketone product from Step A (5.48 g, 20.67 mmol) in DMF (70 mL) was added N,N-dimethylformamide dimethyl acetal (9.89 g, 82.7 mmol). The reaction was stirred at 75° C. for 16 hours. Most of the volatiles were removed in vacuo to afford the crude product as an oil which was used in the next step (Step C) without further purification.

Workup

customMost of the volatiles were removed in vacuo

Sources & evidence

ORD record: ord-b66c1e5e979041a3be5d9256b595cce0
Source dataset: uspto-grants-2007_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07271266B2

Reaction notes

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