Chloroethane → HCID 54254485, compound

HRID 569605Notes

Reaction equation

HRID 569605 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([O:6][CH2:7][CH2:8][O:9][CH:10](Cl)Cl)=[CH:4][CH:3]=1.[P:15]([O:22][CH2:23][CH3:24])([O:19][CH2:20][CH3:21])[O:16]CC.[CH2:25](Cl)[CH3:26]>CCOCC.[Cl-].[Zn+2].[Cl-]>[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([O:6][CH2:7][CH2:8][O:9][CH:10]([P:15](=[O:16])([O:19][CH2:20][CH3:21])[O:22][CH2:23][CH3:24])[P:15](=[O:16])([O:22][CH2:25][CH3:26])[O:19][CH2:20][CH3:21])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 6337ChloroethaneHCID 31215Triethyl phosphiteHCID 20147892HCID 20147892, compound

Product 1

HCID 54254485HCID 54254485, compound

Reagents, catalysts & solvents 2

HCID 3007855ZincchlorideCatalystHCID 3283Diethyl EtherSolvent

Procedure

Anhydrous zinc chloride (10 g) was added at 150° C. to a mixture of dichloromethyl 2-(p-chlorophenoxy)-ethyl ether (5.1 g) and triethyl phosphite (6.9 ml). When the evolution of ethyl chloride ceased, the mixture was cooled, taken up in ether (250 ml), washed with aqueous sodium bicarbonate, dried and evaporated. Unreacted triethyl phosphite was removed in vacuo, and the crude product was used in the next step without further purification.

Workup

  1. temperaturethe mixture was cooled
  2. washwashed with aqueous sodium bicarbonate
  3. customdried
  4. customevaporated
  5. customUnreacted triethyl phosphite was removed in vacuo
  6. customthe crude product was used in the next step without further purification

Sources & evidence

ORD record
ord-3affa413ab5f4a4ab18b76a90d00b511
Source dataset
uspto-grants-1988_03
Patent number
US04732998

Reaction notes

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