Thionyl Chloride → Benzene, (2-chloroethoxy)-

HRID 2371583Notes

Reaction equation

HRID 2371583 reaction equation
[O:1]([CH2:8][CH2:9]O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:13])=O>[Cl-].C([N+](C)(C)C)C1C=CC=CC=1.ClCCl>[O:1]([CH2:8][CH2:9][Cl:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 31236Phenoxyethanol

Product 1

HCID 12156Benzene, (2-chloroethoxy)-

Reagents, catalysts & solvents 2

HCID 5963Benzyltrimethylammonium chlorideCatalystHCID 6344DichloromethaneSolvent

Procedure

2-Phenoxy-ethanol is reacted with thionyl chloride in the presence of benzyl-trimethyl-ammonium chloride in a weight ratio of alcohol to tetra-alkyl-ammonium chloride of 28:1 respectively, in dichloromethane as solvent, at a temp. of from about 10° C. to 50° C. to form 2-phenoxy-ethyl chloride;

Sources & evidence

ORD record
ord-1e144a2007e14243a8fd5989901440e9
Source dataset
uspto-grants-1992_03
Patent number
US05093526

Reaction notes

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