Water → HCID 178439066, compound

HRID 342363Notes

Reaction equation

HRID 342363 reaction equation
[CH2:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C@H:12]2[CH2:17][CH2:16][C@H:15]([CH2:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:14][CH2:13]2)=[CH:6][CH:5]=1)[CH2:2][CH3:3].[Cl-].[Al+3].[Cl-].[Cl-].C(Cl)(=O)[C:31]([Cl:33])=[O:32].O>C(Cl)Cl>[CH2:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C@H:12]2[CH2:17][CH2:16][C@H:15]([CH2:18][CH2:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:25]=3[C:31]([Cl:33])=[O:32])[CH2:14][CH2:13]2)=[CH:6][CH:5]=1)[CH2:2][CH3:3]

Participants

6

Reactant 4

HCID 962WaterHCID 65578Oxalyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 178439065HCID 178439065, compound

Product 1

HCID 178439066HCID 178439066, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Solution prepared by dissolving 47.2 g of (2-(trans-4-(2-(4-n-propylphenyl)ethyl)cyclohexyl)ethyl)benzene in 500 ml of methylene chloride was cooled down to 0° C., and 34.7 g of aluminum chloride was added thereto and stirred. Oxalyl chloride in an amount of 33 g was added dropwise little by little thereto, it was raised up to room temperature, and stirred for 2 hours. After finishing of the reaction, it was added to 500 ml of water and extracted with 500 ml of methylene chloride. Organic layer was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under a reduced pressure to obtain 33.2 g of (2-(trans-4-(2-(4-n-propylphenyl)ethyl)cyclohexyl)ethyl)benzoyl chloride.

Workup

  1. customSolution prepared
  2. temperaturewas raised up to room temperature
  3. stirringstirred for 2 hours
  4. customAfter finishing of the reaction, it
  5. extractionextracted with 500 ml of methylene chloride
  6. washOrganic layer was washed with water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationthe solvent was distilled off under a reduced pressure

Sources & evidence

ORD record
ord-470e32fbf834403589e53c405c40e369
Source dataset
uspto-grants-1999_01
Patent number
US05858275

Reaction notes

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