Ethanol → HCID 178447978, compound

HRID 342361Notes

Reaction equation

HRID 342361 reaction equation
[C:1]1([CH3:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:8]([OH:10])[CH3:9].N1C=CC=CC=1.[CH2:17]([C@H:20]1[CH2:25][CH2:24][C@H:23]([CH2:26][CH2:27][C@H:28]2[CH2:33][CH2:32][C@H:31](C3C=CC=CC=3C(Cl)=O)[CH2:30][CH2:29]2)[CH2:22][CH2:21]1)[CH2:18][CH3:19].[OH2:43]>>[CH2:17]([C@H:20]1[CH2:21][CH2:22][C@H:23]([CH2:26][CH2:27][C@H:28]2[CH2:33][CH2:32][C@H:31]([CH2:9][CH2:8][O:10][C:7](=[O:43])[C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:30][CH2:29]2)[CH2:24][CH2:25]1)[CH2:18][CH3:19]

Participants

6

Reactant 5

HCID 702EthanolHCID 962WaterHCID 1049PyridineHCID 1140Toluene2×HCID 178447969HCID 178447969, compound

Product 1

HCID 178447978HCID 178447978, compound

Procedure

To 500 ml of toluene was added 5 ml of ethanol and 8 g of pyridine, and they were stirred. Liquid mixture of 18.5 g of the (trans-4-(2-(trans-4-n-propylcyclohexyl)ethyl)cyclohexyl)benzoylchloride mentioned above and 10 ml of toluene was added dropwise thereto, and stirred under a reflux for 2 hours. After it was cooled, the reaction solution was added to 500 ml of water and extracted with 500 ml of toluene. Organic layer was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under a reduced pressure to obtain 15.5 g of (trans-4-(2-(trans-4-n-propylcyclohexyl)ethyl)cyclohexyl)ethylbenzoate.

Workup

  1. additionwas added dropwise
  2. stirringstirred under
  3. temperaturea reflux for 2 hours
  4. temperatureAfter it was cooled
  5. extractionextracted with 500 ml of toluene
  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-4592f2e09b424ffd91b3364016e6e794
Source dataset
uspto-grants-1999_01
Patent number
US05858275

Reaction notes

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