Ethanol → HCID 11719403, compound

HRID 604833Notes

Reaction equation

HRID 604833 reaction equation
[CH:1]1([CH2:4][N:5]2[CH2:10][CH2:9][N:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[CH:17]3[CH2:22][C:21]([CH3:24])([CH3:23])[CH2:20][C:19]([CH3:26])([CH3:25])[CH2:18]3)[CH2:7][CH2:6]2)[CH2:3][CH2:2]1.C(O)C.[S:30](=[O:34])(=[O:33])([OH:32])[OH:31]>C(OCC)(=O)C>[S:30]([OH:34])([OH:33])(=[O:32])=[O:31].[CH:1]1([CH2:4][N:5]2[CH2:6][CH2:7][N:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[CH:17]3[CH2:18][C:19]([CH3:26])([CH3:25])[CH2:20][C:21]([CH3:24])([CH3:23])[CH2:22]3)[CH2:9][CH2:10]2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 11302685859217-52-0

Product 1

HCID 11719403HCID 11719403, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 1-cyclopropylmethyl-4-[2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine (300 mg, 0.846 mmol) were added ethyl alcohol (2.5 mL), 97% sulfuric acid (85.5 mg, 0.846 mmol) and ethyl acetate to form a thoroughly dissolved sate, and the mixture was slowly concentrated to dryness while adjusting reduced pressure. Diethyl ether was added thereto, and the solid was triturated by sonication. Precipitated crystals were collected by filtration, washed with diethyl ether, and aircured by aspiration. Drying under reduced pressure using a vacuum pump at room temperature gave 368 mg of the title compound as colorless crystals (crystal a).

Workup

  1. customto form a thoroughly dissolved sate
  2. concentrationthe mixture was slowly concentrated to dryness
  3. additionDiethyl ether was added
  4. customthe solid was triturated by sonication
  5. customPrecipitated crystals
  6. filtrationwere collected by filtration
  7. washwashed with diethyl ether
  8. customDrying under reduced pressure
  9. customat room temperature

Sources & evidence

ORD record
ord-f5d15637786d4b3cb5ba93009226a45b
Source dataset
uspto-grants-2011_03
Patent number
US07910734B2

Reaction notes

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