Thionyl Chloride → HCID 70158102, compound

HRID 2229227Notes

Reaction equation

HRID 2229227 reaction equation
S(Cl)([Cl:3])=O.[CH:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][C:6]=1/[C:15](/[CH3:19])=[CH:16]/[CH2:17]O>C(Cl)Cl>[Cl:3][CH2:17]/[CH:16]=[C:15](/[C:6]1[CH:7]=[CH:8][C:9]2[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:5]=1)\[CH3:19]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 69946163(2E)-3-(2-Naphthalenyl)-2-buten-1-ol

Product 1

HCID 70158102HCID 70158102, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Thionyl chloride (5.0 ml) was added to a solution of (E)-3-(2-naphthyl)-2-buten-1-ol (4.59 g) in CH2Cl2 (30 ml)at 0° C. and the mixture was refluxed for 4 hours. The mixture was washed with water, saturated NaHCO3 solution and brine, dried and concentrated. The residue was washed with hexane to give the titled compound (1.22 g) as a white solid.

Workup

  1. temperaturethe mixture was refluxed for 4 hours
  2. washThe mixture was washed with water, saturated NaHCO3 solution and brine
  3. customdried
  4. concentrationconcentrated
  5. washThe residue was washed with hexane

Sources & evidence

ORD record
ord-3e35062fb09b423b95963910ad80b49a
Source dataset
uspto-grants-2002_07
Patent number
US06420375B1

Reaction notes

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