Ethanol → HCID 178447985, compound

HRID 1443609Notes

Reaction equation

HRID 1443609 reaction equation
S(=O)(=O)(O)O.[CH2:6](O)[CH3:7].[CH2:9]([C@H:12]1[CH2:17][CH2:16][C@H:15]([CH2:18][CH2:19][C@H:20]2[CH2:25][CH2:24][C@H:23]([C:26]([OH:28])=[O:27])[CH2:22][CH2:21]2)[CH2:14][CH2:13]1)[CH2:10][CH3:11]>O>[CH2:9]([C@H:12]1[CH2:17][CH2:16][C@H:15]([CH2:18][CH2:19][C@H:20]2[CH2:21][CH2:22][C@H:23]([C:26]([O:28][CH2:6][CH3:7])=[O:27])[CH2:24][CH2:25]2)[CH2:14][CH2:13]1)[CH2:10][CH3:11]

Participants

5

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 178447984HCID 178447984, compound

Product 1

HCID 178447985HCID 178447985, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Concentrated sulfuric acid (5.0 mL) was added to an ethanol suspension (150 mL) of trans-4-(2-(trans-4-propylcyclohexyl)ethyl)cyclohexanecarboxylic acid (50.0 g), and the resultant was thereafter heated and refluxed for six hours. It was cooled to room temperature to halt the reaction by the addition of water. An organic layer was extracted by using ethyl acetate. The thus collected organic layer was washed by using a saturated sodium bicarbonate aqueous solution and brine in that order, and dried with anhydrous sodium sulphate. Solvents were removed by distillation to obtain a slightly yellow solid of 55.1 g.

Workup

  1. temperaturethe resultant was thereafter heated
  2. temperaturerefluxed for six hours
  3. customthe reaction
  4. extractionAn organic layer was extracted
  5. washThe thus collected organic layer was washed
  6. dry with materialdried with anhydrous sodium sulphate
  7. customSolvents were removed by distillation
  8. customto obtain a slightly yellow solid of 55.1 g

Sources & evidence

ORD record
ord-0f79aa5c4d0c4f48b99b5c6633eed89a
Source dataset
uspto-grants-2010_02
Patent number
US07662442B2

Reaction notes

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