Water → HCID 10734703, compound

HRID 235203Notes

Reaction equation

HRID 235203 reaction equation
Cl[CH:2]([C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])=[CH:12][CH:11]=1)[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[N-:23]=[N+:24]=[N-:25].[Na+].O>CN(C)C=O>[N:23]([CH:2]([C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])=[CH:12][CH:11]=1)[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[N+:24]=[N-:25]

Participants

5

Reactant 3

HCID 962WaterHCID 33557Sodium AzideHCID 10543482HCID 10543482, compound

Product 1

HCID 10734703HCID 10734703, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A suspension of 3.30 g of methyl 4-[4-(1-chloro-2-phenylethyl]phenyl]butyrate and 1.35 g of sodium azide in 15 ml of N,N-dimethylformamide was stirred at 100° C. for 3.5 hours. The reaction mixture was added with water and then extracted with ether. The ether layer was washed with water and dried, and then the solvent was removed under reduced pressure to yield 3.10 g of pale brown oil.

Workup

  1. extractionextracted with ether
  2. washThe ether layer was washed with water
  3. customdried
  4. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-b8e8090241574865b72941800638574f
Source dataset
uspto-grants-1997_01
Patent number
US05597848

Reaction notes

Loading…