HCID 9823775, compound → HCID 15034736, compound

HRID 2253666Notes

Reaction equation

HRID 2253666 reaction equation
[OH:1][C:2]1([C:23]2[CH:28]=[CH:27][C:26]3[O:29][CH2:30][O:31][C:25]=3[CH:24]=2)[CH2:7][CH2:6][N:5]([CH2:8][CH:9]2[O:13][C:12](=[O:14])[N:11]([C:15]3[CH:20]=[CH:19][C:18]([O:21]C)=[CH:17][CH:16]=3)[CH2:10]2)[CH2:4][CH2:3]1>ClCCCl>[OH:1][C:2]1([C:23]2[CH:28]=[CH:27][C:26]3[O:29][CH2:30][O:31][C:25]=3[CH:24]=2)[CH2:7][CH2:6][N:5]([CH2:8][CH:9]2[O:13][C:12](=[O:14])[N:11]([C:15]3[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=3)[CH2:10]2)[CH2:4][CH2:3]1

Participants

3

Reactant 1

HCID 9823775HCID 9823775, compound

Product 1

HCID 15034736HCID 15034736, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent2×

Procedure

A suspension of 3.8 g of 5-[4-hydroxy-4-(3,4-methylenedioxyphenyl)piperidinomethyl]-3-p-methoxyphenyloxazolidin-2-one in 50 ml of 1,2-dichloroethane is added dropwise to a boiling solution of 15.6 g of dimethyl sulphide/boron tribromide complex in 50 ml of 1,2-dichloroethane, the mixture is boiled for another 30 minutes, worked up as usual, to give 5-[4-hydroxy-4-(3,4-methylenedioxyphenyl)piperidinomethyl]-3-p-hydroxyphenyloxazolidin-2-one.

Sources & evidence

ORD record
ord-527ecf10dd7644dcb56b82da4a534559
Source dataset
uspto-grants-1993_08
Patent number
US05232931

Reaction notes

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