tert-Butoxy bis(dimethylamino)methane → HCID 54114582, compound

HRID 1940597Notes

Reaction equation

HRID 1940597 reaction equation
[C:1]([C:4]1[C:12]2[O:11][CH2:10][CH2:9][C:8]=2[CH:7]=[C:6]([N+:13]([O-:15])=[O:14])[CH:5]=1)(=[O:3])[CH3:2].C(O[CH:21](N(C)C)[N:22]([CH3:24])[CH3:23])(C)(C)C>>[CH3:21][N:22]([CH3:24])[CH:23]=[CH:2][C:1]([C:4]1[C:12]2[O:11][CH2:10][CH2:9][C:8]=2[CH:7]=[C:6]([N+:13]([O-:15])=[O:14])[CH:5]=1)=[O:3]

Participants

3

Reactant 2

HCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 10727009HCID 10727009, compound

Product 1

HCID 54114582HCID 54114582, compoundYield 80%

Procedure

7-Acetyl-5-nitro-2,3-dihydrobenzofuran (D9) (500 mg) was stirred and heated to 80° C. for 1 h with tert-butoxy-bis (dimethylamino) methane (1.08 ml), then the mixture was cooled and partitioned between Na2 CO3 and ethyl acetate. The organic phase was dried (Na2 SO4) and the solvent evaporated under reduced pressure to leave the title compound (0.5 g, 80%).

Workup

  1. temperaturethe mixture was cooled
  2. custompartitioned between Na2 CO3 and ethyl acetate
  3. customThe organic phase was dried (Na2 SO4)
  4. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-ac4d55f382504eb888d127c205329109
Source dataset
uspto-grants-1997_12
Patent number
US05700818

Reaction notes

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