Hydrochloric Acid → HCID 178450342, compound

HRID 620110Notes

Reaction equation

HRID 620110 reaction equation
Cl.[C:2]([C:7]1[C:8](=[O:20])[CH2:9][CH:10]([CH2:14][O:15]C(C)(C)C)[CH2:11][C:12]=1[OH:13])(=[O:6])[CH2:3][CH2:4][CH3:5]>C(O)C>[C:2]([C:7]1[C:12](=[O:13])[CH2:11][CH:10]([CH2:14][OH:15])[CH2:9][C:8]=1[OH:20])(=[O:6])[CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178450343HCID 178450343, compound

Product 1

HCID 178450342HCID 178450342, compoundYield 74.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

At 0° to 10° C., 600 ml of concentrated hydrochloric acid was added to a solution of 44.6 g of 2-butyryl-5-tert-butoxymethyl-3-hydroxycyclohex-2-en-1-one in ethanol. After 2 hours the mixture was concentrated, and the residue was taken up in dichloromethane and extracted by shaking with water. After concentration there was obtained 26.2 g of 2-butyryl-3-hydroxy-5-hydroxymethylcyclohex-2-en-1-one as a pale yellow oil (compound no. 3).

Workup

  1. concentrationAfter 2 hours the mixture was concentrated
  2. extractionextracted
  3. concentrationAfter concentration

Sources & evidence

ORD record
ord-479e848541864ebb88d9f43657d915e0
Source dataset
uspto-grants-1989_04
Patent number
US04820331

Reaction notes

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