2,3,4,5-Tetrahydro-alpha-methyl-1-benzothiepine-8-methanol → 2,3,4,5-Tetrahydro-1-benzothiepin-8-yl methyl ketone

HRID 37417Notes

Reaction equation

HRID 37417 reaction equation
[CH3:1][CH:2]([C:4]1[CH:14]=[CH:13][C:7]2[CH2:8][CH2:9][CH2:10][CH2:11][S:12][C:6]=2[CH:5]=1)[OH:3]>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][C:2]([C:4]1[CH:14]=[CH:13][C:7]2[CH2:8][CH2:9][CH2:10][CH2:11][S:12][C:6]=2[CH:5]=1)=[O:3]

Participants

4

Reactant 1

HCID 199354242,3,4,5-Tetrahydro-alpha-methyl-1-benzothiepine-8-methanol

Product 1

HCID 199355372,3,4,5-Tetrahydro-1-benzothiepin-8-yl methyl ketoneYield 94.5%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

7.80 g of 2,3,4,5-tetrahydro-α-methyl-1-benzothiepine-8-methanol were dissolved in 100 ml of methylene chloride, treated with 50 g of manganese dioxide (MnO2) and the reaction mixture was stirred overnight. Thereafter, the mixture was filtered over a filter aid and the solution was evaporated. There were obtained 7.30 g of 2,3,4,5-tetrahydro-1-benzothiepin-8-yl methyl ketone as a colorless oil.

Workup

  1. filtrationThereafter, the mixture was filtered over a filter aid
  2. customthe solution was evaporated

Sources & evidence

ORD record
ord-eae09bfe0bea4c418cfb2d0de45880ed
Source dataset
uspto-grants-1995_05
Patent number
US05420273

Reaction notes

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