HCID 13753877, compound → HCID 13753878, compound

HRID 652511Notes

Reaction equation

HRID 652511 reaction equation
[OH:1][C:2]1[C:7]([CH2:8][CH2:9][CH3:10])=[C:6]([O:11][CH2:12][CH2:13][CH2:14][C:15]#[C:16][CH2:17][OH:18])[CH:5]=[CH:4][C:3]=1[C:19](=[O:21])[CH3:20]>C(Cl)Cl.[O-2].[Mn+2]>[C:19]([C:3]1[CH:4]=[CH:5][C:6]([O:11][CH2:12][CH2:13][CH2:14][C:15]#[C:16][CH:17]=[O:18])=[C:7]([CH2:8][CH2:9][CH3:10])[C:2]=1[OH:1])(=[O:21])[CH3:20]

Participants

4

Reactant 1

HCID 13753877HCID 13753877, compound

Product 1

HCID 13753878HCID 13753878, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 160959Manganese oxideCatalystHCID 6344DichloromethaneSolvent

Procedure

To 2.07 g of 1-[2-hydroxy-4-[(6-hydroxy-4-hexynyl)oxy]-3-propylphenyl]ethanone in 150 ml of methylene chloride at 25° was added 20.7 g of activated manganese oxide and the mixture was stirred for 2 hours. After filtration, the filtrate was concentrated in vacuo to yield 1.50 g (73% yield) of the titled compound.

Workup

  1. filtrationAfter filtration
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-b91bc677bb434093a905fda37d493872
Source dataset
uspto-grants-1987_06
Patent number
US04672066

Reaction notes

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