Dimethylformamide dimethyl acetal → HCID 53699844, compound

HRID 2257250Notes

Reaction equation

HRID 2257250 reaction equation
[C:1]([C:5]1[C:10]2[O:11][CH2:12][C:13]([CH3:15])([CH3:14])[C:9]=2[CH:8]=[C:7]([C:16](=[O:18])[CH3:17])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].CO[CH:21](OC)[N:22]([CH3:24])[CH3:23]>>[C:1]([C:5]1[C:10]2[O:11][CH2:12][C:13]([CH3:15])([CH3:14])[C:9]=2[CH:8]=[C:7]([C:16](=[O:18])[CH:17]=[CH:21][N:22]([CH3:24])[CH3:23])[CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 10514594HCID 10514594, compound

Product 1

HCID 53699844HCID 53699844, compound

Procedure

A solution of 1-(7-tert-butyl-3,3-dimethyl-2,3-dihydrobenzo[b]furan-5-yl)-ethan-1-one (Example 2) (1.54 g, 6.25 mmol) in dimethylformamide dimethylacetal (15 mL) is heated at reflux for 17 h. The reaction mixture is evaporated, and the yellow residue is crystallized from hexanes to give 1-(7-tert-butyl-3,3-dimethyl-2,3-dihydrobenzo[b]furan-5-yl)-3-(N,N-dimethylamino)propen-1-one.

Workup

  1. temperatureat reflux for 17 h
  2. customThe reaction mixture is evaporated
  3. customthe yellow residue is crystallized from hexanes

Sources & evidence

ORD record
ord-caec4d4b00d5409bb6c532bb706cfc47
Source dataset
uspto-grants-1997_08
Patent number
US05656661

Reaction notes

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