Thionyl Chloride → HCID 20074104, compound

HRID 704374Notes

Reaction equation

HRID 704374 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=2)[CH2:15]O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:22])=O>C1C=CC=CC=1>[Cl:22][CH2:15][C:14]1[CH:13]=[C:12]([O:11][CH2:10][CH2:9][CH2:8][CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 53757364HCID 53757364, compound

Product 1

HCID 20074104HCID 20074104, compoundYield 95.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

m-(4-Phenylbutoxy)benzyl alcohol (510 mg) was dissolved in 5 ml of benzene, 1.4 g of thionyl chloride was added, and the mixture was stirred at room temperature for 4 hours. The reaction mixture was concentrated under reduced pressure to give 520 mg of m-chloromethyl-(4-phenylbutoxy)benzene. This compound was then treated by the procedure of Reference Example 4 to give 470 mg of m-(4-phenylbutoxy)benzylamine.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a4c8f8d33aa74a30995d2f35d6238c2f
Source dataset
uspto-grants-1991_01
Patent number
US04987132

Reaction notes

Loading…