HCID 131717138, compound → HCID 67719545, compound

HRID 1089839Notes

Reaction equation

HRID 1089839 reaction equation
C[C:2]1([CH3:20])[CH:7]=[CH:6][C:5]([C:8]2[C:9](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:10]([OH:12])=O)=[C:4]([C:17](O)=O)[CH2:3]1>CC(C)=O>[CH3:13][C:14]1[C:10](=[O:12])[C:9]2[C:8](=[CH:16][CH:15]=1)[C:5]1[C:4](=[CH:3][C:2]([CH3:20])=[CH:7][CH:6]=1)[CH:17]=2

Participants

3

Reactant 1

HCID 131717138HCID 131717138, compound

Product 1

HCID 67719545HCID 67719545, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4,4-Dimethyldiphenic acid (20.0 g, 74.0 mmol) was heated in a sand bath at 300°-330° C. for 2 hr until decarboxylation was over (no gas was evolved). The reaction mixture was cooled down to room temperature and the cake obtained was dissolved in acetone. Evaporation of the acetone produced a black material which was extracted with 25% solution of ethyl acetate in hexane. Evaporation of the solvents afforded the crude ketone which was further purified on a short path chromatography (silica, a. hexane, b. 5% ethyl acetate in hexane). This afforded 10.1 g (65.4%) of 2,7-dimethylfluorenone.

Workup

  1. customthe cake obtained
  2. customEvaporation of the acetone
  3. customproduced a black material which
  4. extractionwas extracted with 25% solution of ethyl acetate in hexane
  5. customEvaporation of the solvents

Sources & evidence

ORD record
ord-8e288e9ce29a48dc99f720321ac56d16
Source dataset
uspto-grants-1992_01
Patent number
US05079260

Reaction notes

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