Sodium borohydride → 6-(1-Hydroxyprop-1-yl)-2-methyl-1,4-benzoxazin-3-(4h)-one
Reaction equation
[C:1]([C:5]1[CH:6]=[CH:7][C:8]2[O:13][CH:12]([CH3:14])[C:11](=[O:15])[NH:10][C:9]=2[CH:16]=1)(=[O:4])[CH2:2][CH3:3].[BH4-].[Na+]>C(O)C.C1COCC1>[OH:4][CH:1]([C:5]1[CH:6]=[CH:7][C:8]2[O:13][CH:12]([CH3:14])[C:11](=[O:15])[NH:10][C:9]=2[CH:16]=1)[CH2:2][CH3:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
6-(Propionyl)-2-methyl-1,4-benzoxazin-3-(4H)-one (1.1 g) is stirred with a half equivalent of sodium borohydride in 30 ml of ethanol/THF 1:1 for three hours at room temperature. The mixture is poured onto water, extracted with ethyl acetate, the organic phase is dried with magnesium sulfate and concentrated by evaporation. A yield of 95% results.
Workup
- additionThe mixture is poured onto water
- extractionextracted with ethyl acetate
- dry with materialthe organic phase is dried with magnesium sulfate
- concentrationconcentrated by evaporation
- customA yield of 95% results
Sources & evidence
- ORD record
- ord-7c288a0a8602452099e043334a01f3dd
- Source dataset
- uspto-grants-2002_04
- Patent number
- US06365736B1
Reaction notes
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