2,6-Dimethyl-5,6-dihydro-2H-thiopyran-3-carbaldehyde → HCID 20225470, compound
Reaction equation
[CH:1]([C:3]1[CH:4]([CH3:10])[S:5][CH:6]([CH3:9])[CH2:7][CH:8]=1)=[O:2]>[Ni].C(OCC)(=O)C>[CH:1]([CH:3]1[CH2:8][CH2:7][CH:6]([CH3:9])[S:5][CH:4]1[CH3:10])=[O:2]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 90 °C
Procedure
100 g of 3-formyl-5,6-dihydro-2,6-dimethyl-2H-thiopyran prepared as described in Example 11(a), 60 ml of ethyl acetate and 30 g of Raney nickel were introduced into a stirred autoclave having a capacity of 300 ml. The autoclave was closed, and flushed with nitrogen. Hydrogen was forced in until the total pressure reached 30 bar, after which the mixture was heated to 90° C. and hydrogenated under these conditions until the pressure remained constant. It was then cooled, the catalyst was filtered off and the filtrate was purified by distillation under reduced pressure. 89 g (88% of theory) of 3-formyl-2,6-dimethyltetrahydrothiopyran of boiling point 127°-129° C./10 mbar were obtained.
Workup
- additionwere introduced into a stirred autoclave
- customThe autoclave was closed
- customflushed with nitrogen
- temperatureIt was then cooled
- filtrationthe catalyst was filtered off
- distillationthe filtrate was purified by distillation under reduced pressure
Sources & evidence
- ORD record
- ord-aae7d5740c6e4573951ade0dc9bfa76c
- Source dataset
- uspto-grants-1986_12
- Patent number
- US04629799
Reaction notes
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