Hydrochloric Acid → HCID 12391209, compound

HRID 1730173Notes

Reaction equation

HRID 1730173 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH:10]([C:15]1[C:20]([Cl:21])=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:22])[C:11](OC)=[O:12].[I-].[Li+].[BH4-].[Na+].Cl>O.C(#N)C>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH:10]([C:15]1[C:16]([Cl:22])=[CH:17][CH:18]=[CH:19][C:20]=1[Cl:21])[CH2:11][OH:12]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 66321Lithium iodideHCID 4311764Sodium borohydrideHCID 12391182Methyl 2,4-dichloro-alpha-(2,6-dichlorophenyl)benzenepropanoate

Product 1

HCID 12391209HCID 12391209, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

To a stirred solution of 14.1 parts of methyl 2,4-dichloro-α-(2,6-dichlorophenyl)benzenepropanoate and 6.8 parts of lithium iodide in 120 parts of acetonitrile are added portionwise, during a 5-minutes-period, 2 parts of sodium borohydride. Upon completion, stirring is continued overnight at reflux temperature. The reaction mixture is allowed to cool to room temperature. Then there are added successively 100 parts of a concentrated hydrochloric acid solution (carefully) and after stirring for 30 minutes, 1000 parts of water. The product is extracted twice with 2,2'-oxybispropane. The combined extracts are washed twice with water, dried, filtered and evaporated, yielding 11.2 parts of 2,4-dichloro-β-(2,6-dichlorophenyl)benzenepropanol.

Workup

  1. temperatureat reflux temperature
  2. stirringafter stirring for 30 minutes
  3. extractionThe product is extracted twice with 2,2'-oxybispropane
  4. washThe combined extracts are washed twice with water
  5. customdried
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-889e759cdc21447da5984b384fcb766b
Source dataset
uspto-grants-1976_11
Patent number
US03991201

Reaction notes

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