Dimethyl Sulfoxide → 5H-Dibenzo(a,d)cycloheptene-2-acetic acid, alpha-methyl-5-oxo-

HRID 1439419Notes

Reaction equation

HRID 1439419 reaction equation
Br[CH: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.CS(C)=[O:24]>O>[CH:12]1[C:7]2[CH:6]=[CH:5][C:4]3[CH:18]=[CH:19][CH:20]=[CH:21][C:3]=3[C:2](=[O:24])[C:8]=2[CH:9]=[CH:10][C:11]=1[CH:13]([CH3:17])[C:14]([OH:16])=[O:15]

Participants

4

Reactant 2

HCID 679Dimethyl SulfoxideHCID 21397491HCID 21397491, compound

Product 1

HCID 1739105H-Dibenzo(a,d)cycloheptene-2-acetic acid, alpha-methyl-5-oxo-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.5 G. of 2-(5-bromo-5H-dibenzo[a,d]cyclohepten-2-yl)propionic acid is dissolved in 10 ml. of dimethylsulfoxide and heated at 150°-180° C. under nitrogen for 2 hours, then cooled, poured into water and worked up as in part A to afford 2-(5H-dibenzo[a,d]cyclohepten-5-on-2-yl)propionic acid.

Workup

  1. temperaturecooled

Sources & evidence

ORD record
ord-0a17b2e2546f4ea5b8efafb0e7d3f870
Source dataset
uspto-grants-1977_11
Patent number
US04059611

Reaction notes

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