1,2-Dichloroethane → HCID 178471152, compound

HRID 1359303Notes

Reaction equation

HRID 1359303 reaction equation
[CH2:1]([C:8]1[C:9]([O:21]C)=[N:10][CH:11]=[C:12]([CH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClCCCl.B(Br)(Br)Br.O>ClCCl>[CH2:1]([C:8]1[C:9]([OH:21])=[N:10][CH:11]=[C:12]([CH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 962WaterHCID 25134Boron tribromideHCID 18182433HCID 18182433, compound

Product 1

HCID 178471152HCID 178471152, compoundYield 37.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 240 mg of 3-benzyl-5-(2-ethoxycarbonylethyl)-2-methoxypyridine, 2.5 ml of 1,2-dichloroethane and a solution of 1.0 M boron tribromide in 0.39 ml of dichloromethane was stirred at 50° C. for 8 hours. Water and silica gel were added to the reaction solution, and the solvent was removed. The residue was subjected to silica gel column chromatography using 75% ethyl acetate/hexane, to give 86 mg of the target compound.

Workup

  1. customthe solvent was removed

Sources & evidence

ORD record
ord-1d2e14f9adc54f03a39460b604e077b3
Source dataset
uspto-grants-2003_07
Patent number
US06599917B1

Reaction notes

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