Water → sodium 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propionate

HRID 329332

Reaction equation

HRID 329332 reaction equation
[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][C:11]([CH:13]([CH3:17])[C:14]([OH:16])=[O:15])=[CH:12][C:7]=2[CH:6]=[CH:5][C:4]2[CH:18]=[CH:19][CH:20]=[CH:21][C:3]1=2.C(=O)(O)[O-].[Na+:26].O>C1C=CC=CC=1>[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][C:11]([CH:13]([CH3:17])[C:14]([O-:16])=[O:15])=[CH:12][C:7]=2[CH:6]=[CH:5][C:4]2[CH:18]=[CH:19][CH:20]=[CH:21][C:3]1=2.[Na+:26]

Participants

5

Reactant 3

HCID 962WaterHCID 1739105H-Dibenzo(a,d)cycloheptene-2-acetic acid, alpha-methyl-5-oxo-HCID 516892Sodium Bicarbonate

Product 1

HCID 23670418sodium 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propionate

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

0.278 g. of 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)-propionic acid is added to a solution of 0.084 g. of sodium bicarbonate in 2 ml. of water. About 20 ml. of benzene is added and the mixture evaporated to dryness. This process is repeated several times, and the residue is recrystallized from methanol/ether to afford sodium 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propionate (m.p. 145°-148° C). By employing 0.327 g. of potassium bicarbonate in place of the sodium bicarbonate above, there is obtained potassium 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2yl)propionate.

Workup

  1. customthe mixture evaporated to dryness
  2. customthe residue is recrystallized from methanol/ether

Sources & evidence

ORD record
ord-91591a320013421ea665d8df196fbe00
Source dataset
uspto-grants-1977_04
Patent number
US04020094

Linked notes

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