Hydrochloric Acid → 6-(Dimethylamino)-4,4-diphenylheptanoic acid

HRID 1461148Notes

Reaction equation

HRID 1461148 reaction equation
[CH3:1][N:2]([CH3:25])[CH:3]([CH3:24])[CH2:4][C:5]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:6][CH2:7][C:8]([O:10]C)=[O:9].C(=O)([O-])[O-].[K+].[K+].CO.Cl>O>[CH3:25][N:2]([CH3:1])[CH:3]([CH3:24])[CH2:4][C:5]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[CH2:6][CH2:7][C:8]([OH:10])=[O:9]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 11430Potassium CarbonateHCID 19981498Methyl 6-dimethylamino-4,4-diphenyl-heptanoate

Product 1

HCID 2194886-(Dimethylamino)-4,4-diphenylheptanoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of methyl 6-dimethylamino-4,4-diphenyl-heptanoate (obtained above), potassium carbonate (500 mg), methanol (5 ml) and water (1 ml) was stirred at room temperature for 24 hours. The reaction mixture was diluted with water, acidified with 1N HCl to pH 1, and extracted with chloroform (3×). The combined extracts were washed with water and brine (once each). After drying over magnesium sulfate, the solution was rotary evaporated to yield 40 mg of 6-dimethylamino-4,4-diphenyl-heptanoic acid.

Workup

  1. extractionextracted with chloroform (3×)
  2. washThe combined extracts were washed with water and brine (once each)
  3. dry with materialAfter drying over magnesium sulfate
  4. customthe solution was rotary evaporated

Sources & evidence

ORD record
ord-5c2dd9e0e8e5416e9c0fdbd760508a75
Source dataset
uspto-grants-1991_12
Patent number
US05073629

Reaction notes

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