2-(5,5-ethylenedioxy-5H-dibenzo[a,d]cyclohepten-2-yl)propan-1-ol → 2-(5,5-ethylenedioxy-5H-dibenzo-[a,d]cyclohepten-2-yl)propionaldehyde

HRID 596535Notes

Reaction equation

HRID 596535 reaction equation
[CH2:1]1[CH2:23][O:22][C:3]2([C:9]3[CH:10]=[CH:11][C:12]([CH:14]([CH3:17])[CH2:15][OH:16])=[CH:13][C:8]=3[CH:7]=[CH:6][C:5]3[CH:18]=[CH:19][CH:20]=[CH:21][C:4]2=3)[O:2]1>C(=O)([O-])[O-].[Ag+2].C1C=CC=CC=1>[CH2:23]1[CH2:1][O:2][C:3]2([C:9]3[CH:10]=[CH:11][C:12]([CH:14]([CH3:17])[CH:15]=[O:16])=[CH:13][C:8]=3[CH:7]=[CH:6][C:5]3[CH:18]=[CH:19][CH:20]=[CH:21][C:4]2=3)[O:22]1

Participants

4

Reactant 1

HCID 214500012-(5,5-ethylenedioxy-5H-dibenzo[a,d]cyclohepten-2-yl)propan-1-ol

Product 1

HCID 214500032-(5,5-ethylenedioxy-5H-dibenzo-[a,d]cyclohepten-2-yl)propionaldehydeYield 70%

Reagents, catalysts & solvents 2

HCID 178418647HCID 178418647, compoundCatalystHCID 241BenzeneSolvent

Procedure

0.5 Gm. of 2-(5,5-ethylenedioxy-5H-dibenzo[a,d]cyclohepten-2-yl)propan-1-ol in 50 ml. of benzene, is refluxed for 6 hours with 4.0 gm. of silver carbonate on celite, prepared as described in Compt. Rendus. (1968) C, 267, 900a. The mixture is cooled and filtered and the solution evaporated to afford a 70% yield of 2-(5,5-ethylenedioxy-5H-dibenzo-[a,d]cyclohepten-2-yl)propionaldehyde.

Workup

  1. temperatureThe mixture is cooled
  2. filtrationfiltered
  3. customthe solution evaporated

Sources & evidence

ORD record
ord-1f0fff69352147fa84bbefad9095ba2d
Source dataset
uspto-grants-1977_03
Patent number
US04011243

Reaction notes

Loading…