Hydrochloric Acid → 4-(1-Hydroxy-2-phenoxyethyl)cyclohexanone

HRID 2063739Notes

Reaction equation

HRID 2063739 reaction equation
Cl.O1[C:6]2([CH2:11][CH2:10][CH:9]([CH:12]([OH:21])[CH2:13][O:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:8][CH2:7]2)[O:5]CC1>CC(C)=O>[OH:21][CH:12]([CH:9]1[CH2:10][CH2:11][C:6](=[O:5])[CH2:7][CH2:8]1)[CH2:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 668871541-(1,4-Dioxaspiro[4.5]dec-8-yl)-2-phenoxyethanol

Product 1

HCID 668872834-(1-Hydroxy-2-phenoxyethyl)cyclohexanone

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2 M hydrochloric acid was added to a solution of 1-(1,4-dioxaspiro[4.5]dec-8-yl)-2-phenoxyethanol (1.25 g, 4.5 mmol) in acetone (30 ml) and the mixture was stirred at room temperature for 48 h. The acetone was removed in vacuo, the pH of the aqueous residue was rendered alkaline with 2 M sodium hydroxide solution and the aqueous residue was extracted with methylene chloride (4×20 ml). The combined organic phases were dried with sodium sulfate and concentrated in vacuo.

Workup

  1. customThe acetone was removed in vacuo
  2. extractionthe aqueous residue was extracted with methylene chloride (4×20 ml)
  3. dry with materialThe combined organic phases were dried with sodium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d0c5bb24e2f041409ac51ee183b0276e
Source dataset
uspto-grants-2012_10
Patent number
US08288406B2

Reaction notes

Loading…