6-Methoxy-1-Indanone → HCID 12374669, compound
Reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][CH2:8][C:9]2=[O:12])=[CH:5][CH:4]=1.[BH4-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][CH2:8][CH:9]2[OH:12])=[CH:5][CH:4]=1Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
6-Methoxyindan-1-one (5.0 g) was dissolved in methanol (50 ml). Next, sodium tetrahydroborate (1.41 g) was added thereto at 0° C., and the resultant mixture was reacted at room temperature for 5 hr. The reaction solution was concentrated under reduced pressure and the residue was partitioned between ethyl acetate and water. The ethyl acetate layer was washed with water, dried and concentrated under reduced pressure to give 6-methoxyindan-1-ol (5.1 g) as an oil. This alcohol was not purified but reacted as such with thionyl chloride (4.5 ml) in ether at room temperature for 6 hr. The reaction solution was poured into ice water and extracted with ether. The ether layer was washed with water, dried and concentrated under reduced pressure to give the title compound (2.76 g). (251-2) 1-(4-Acetylpiperazin-1-yl)-6-methoxyindan
Workup
- concentrationThe reaction solution was concentrated under reduced pressure
- customthe residue was partitioned between ethyl acetate and water
- washThe ethyl acetate layer was washed with water
- customdried
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-5560cc829e98483ca2ad1691a83b6d91
- Source dataset
- uspto-grants-2006_07
- Patent number
- US07071201B2
Reaction notes
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