1-Chloromethylnaphthalene → HCID 13105371, compound

HRID 1981218Notes

Reaction equation

HRID 1981218 reaction equation
Cl[CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=1.[C:13]1([S:19]([O-:21])=[O:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[Na+]>CN(C)C=O.O>[C:13]1([S:19]([CH2:2][C:3]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH:6]=[CH:5][CH:4]=2)(=[O:21])=[O:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 2

HCID 68451-ChloromethylnaphthaleneHCID 2723840Benzenesulfinic acid, sodium salt

Product 1

HCID 13105371HCID 13105371, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent2×

Procedure

A solution of 1-(chloromethyl)-naphthalene (17.6 g) in dimethyl formamide (20 ml) was added to a stirred suspension of sodium benzenesulphinate (16.4 g) in dimethyl formamide (80 ml). After 20 hours at room temperature the mixture was diluted with water and the white precipitate filtered. Recrystallisation from ethyl acetate-petroleum ether 60°-80° C. gave the title product, m.p. 89° C.

Workup

  1. filtrationthe white precipitate filtered
  2. customRecrystallisation from ethyl acetate-petroleum ether 60°-80° C.

Sources & evidence

ORD record
ord-6898d811db86404382c109e0e0f84ce6
Source dataset
uspto-grants-1985_04
Patent number
US04513005

Reaction notes

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