HCID 86642398, compound → HCID 86642397, compound

HRID 1951974Notes

Reaction equation

HRID 1951974 reaction equation
[CH2:1]([S:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([CH2:24][OH:25])=[CH:20][C:19]=2[O:26][CH2:27][CH2:28][CH2:29][CH3:30])=[CH:11][C:10]=1[O:31][CH3:32])(=[O:7])=[O:6])[CH2:2][CH2:3][CH3:4]>ClCCl.[O-2].[Mn+2]>[CH2:1]([S:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([CH:24]=[O:25])=[CH:20][C:19]=2[O:26][CH2:27][CH2:28][CH2:29][CH3:30])=[CH:11][C:10]=1[O:31][CH3:32])(=[O:6])=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 86642398HCID 86642398, compound

Product 1

HCID 86642397HCID 86642397, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 160959Manganese oxideCatalystHCID 6344DichloromethaneSolvent

Procedure

7.9 g (9.1 mmol) of manganese oxide is added to a solution of 4.2 g (9.1 mmol) of 4-[3-(2-butoxy-4-hydroxymethyl-phenyl)-propyl]-2-methoxy-phenyl 1-butane sulfonate in 300 ml of dichloromethane. The reaction mixture is stirred for 15 hours at room temperature. The reaction mixture is filtered on Celite, and rinsed with dichloromethane. The solvents are evaporated. 3.95 g (94%) of 4-[3-(2-butoxy-4-formyl-phenyl)-propyl]-2-methoxy-phenyl 1-butane sulfonate is obtained in the form of a yellow oil.

Workup

  1. filtrationThe reaction mixture is filtered on Celite
  2. washrinsed with dichloromethane
  3. customThe solvents are evaporated

Sources & evidence

ORD record
ord-b58654198bd642d4999c77e6d0b53c76
Source dataset
uspto-grants-2013_03
Patent number
US08404836B2

Reaction notes

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