HCID 21397490, compound → 5H-Dibenzo(a,d)cycloheptene-2-acetic acid, alpha-methyl-5-oxo-

HRID 1439420Notes

Reaction equation

HRID 1439420 reaction equation
[OH:1][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>[O-2].[O-2].[Mn+4].C(#N)C>[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:1])[C:8]=2[CH:9]=[CH:10][C:11]=1[CH:13]([CH3:17])[C:14]([OH:16])=[O:15]

Participants

4

Reactant 1

HCID 21397490HCID 21397490, compound

Product 1

HCID 1739105H-Dibenzo(a,d)cycloheptene-2-acetic acid, alpha-methyl-5-oxo-Yield 50%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6342AcetonitrileSolvent

Procedure

0.25 Gm. of 2-(5-hydroxy-5H-dibenzo[a,d]cyclohepten-2-yl)propionic acid is stirred in 20 ml. of acetonitrile containing 2.0 gm. of activated manganese dioxide for 12 hours. The solution is then filtered and the filtrate evaporated to afford a 50% yield of 2-(5H-dibenzo[a,d]cyclohepten-5-on-2-yl)propionic acid, m.p. (chloroform-hexane) 138°-139° C.; m.p. (acetone-hexane) 113°-115° C.

Workup

  1. filtrationThe solution is then filtered
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-bbed5a5bb4ce40b5888cb11f77b62f4c
Source dataset
uspto-grants-1977_11
Patent number
US04059611

Reaction notes

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