Dimethylformamide dimethyl acetal → HCID 53699844, compound

HRID 1488571Notes

Reaction equation

HRID 1488571 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-00bb31a0f2174ab9afb7afe5d4c8cc7b
Source dataset
uspto-grants-1997_10
Patent number
US05674891

Reaction notes

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