1-Methoxy-4-(4-hydroxybutyl)cyclohexa-1,4-diene → 4-(4-Hydroxybutyl)cyclohex-3-ene-1-one
Reaction equation
C[O:2][C:3]1[CH2:8][CH:7]=[C:6]([CH2:9][CH2:10][CH2:11][CH2:12][OH:13])[CH2:5][CH:4]=1>S(=O)(=O)(O)O>[OH:13][CH2:12][CH2:11][CH2:10][CH2:9][C:6]1[CH2:7][CH2:8][C:3](=[O:2])[CH2:4][CH:5]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
A suspension of 4.76 g of 1-methoxy-4-(4-hydroxybutyl)-cyclohexa-1,4-diene in 75 ml 1N sulfuric acid is stirred at room temperature for 1.5 h and extracted with methylene chloride (2×40 ml). The combined organic extracts are washed with saturated sodium bicarbonate, dried (MgSO4), filtered and subjected to evaporation to obtain 4-(4-hydroxybutyl)-cyclohex-3-ene-1-one as an oil.
Workup
- extractionextracted with methylene chloride (2×40 ml)
- washThe combined organic extracts are washed with saturated sodium bicarbonate
- dry with materialdried (MgSO4)
- filtrationfiltered
- customsubjected to evaporation
Sources & evidence
- ORD record
- ord-0b2739bfec4247b3a76dd5c2e720b8f1
- Source dataset
- uspto-grants-1992_10
- Patent number
- US05153214
Reaction notes
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