Sodium borohydride → 5,6-Dichloro-2,3-dihydro-1H-inden-1-OL
Reaction equation
[BH4-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][C:12]=1[Cl:13])[C:9](=[O:14])[CH2:8][CH2:7]2>CO>[Cl:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][C:12]=1[Cl:13])[CH:9]([OH:14])[CH2:8][CH2:7]2Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
4.85 g of sodium borohydride were added at 0° C. to a solution of 4 g of the product of Step A in 285 ml of methanol and after stirring for one hour, the methanol was evaporated. The residue was diluted with water and excess hydride was eliminated by addition of hydrochloric acid. The mixture was extracted with ethyl acetate and the organic phase was evaporated to dryness under reduced pressure to obtain the desired product melting at 84° C.
Workup
- customthe methanol was evaporated
- additionThe residue was diluted with water and excess hydride
- additionwas eliminated by addition of hydrochloric acid
- extractionThe mixture was extracted with ethyl acetate
- customthe organic phase was evaporated to dryness under reduced pressure
Sources & evidence
- ORD record
- ord-e751a6ba12794190a2fe77716432c82e
- Source dataset
- uspto-grants-1995_07
- Patent number
- US05436244
Reaction notes
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