Ammonia → HCID 19775331, compound

HRID 1613179Notes

Reaction equation

HRID 1613179 reaction equation
[C:1]1([CH:7]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[O:8][CH2:9][C:10]([N:13]([CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([C:23](OC)=[O:24])=[CH:19][CH:18]=2)[CH3:14])([CH3:12])[CH3:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH3:33]>>[C:23]([C:20]1[CH:21]=[CH:22][C:17]([CH2:16][CH2:15][N:13]([C:10]([CH3:12])([CH3:11])[CH2:9][O:8][CH:7]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH3:14])=[CH:18][CH:19]=1)(=[O:24])[NH2:33]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 19775303HCID 19775303, compound

Product 1

HCID 19775331HCID 19775331, compoundYield 62%

Procedure

A solution of 1-diphenylmethoxy-2-[N-(4-methoxycarbonylphenethyl)-N-methylamino]-2-methylpropane (800 mg -- see Example 13) in saturated methanolic ammonia (80 ml) was heated in a steel bomb at 100° for 80 hours and evaporated. The residue was purified by chromatography on silica (40 g) using methylene chloride:methanol:saturated methanolic ammonia (96:4:1) as the eluant. Appropriate fractions were combined and evaporated to give the title compound as a colourless oil (480 mg, 62%).

Workup

  1. customevaporated
  2. customThe residue was purified by chromatography on silica (40 g)
  3. customevaporated

Sources & evidence

ORD record
ord-24721b3e01384b1dbb1ae81c7d0901ba
Source dataset
uspto-grants-1993_03
Patent number
US05192765

Reaction notes

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