2,2,2-Trifluoroethanol → Methyl 3-(butylamino)butanoate
Reaction equation
[CH2:1]([NH:5]/[C:6](/[CH3:12])=[CH:7]\[C:8]([O:10][CH3:11])=[O:9])[CH2:2][CH2:3][CH3:4].Cl.CO.N/C(/C)=C\C(OC)=O.FC(F)(F)CO>>[CH2:1]([NH:5][CH:6]([CH3:12])[CH2:7][C:8]([O:10][CH3:11])=[O:9])[CH2:2][CH2:3][CH3:4]Participants
5
Procedure
The reaction was carried out in a manner similar to that in Example 9, except that 26.2 mg (0.0292 mmol) of Ru(OCOCH3)2((S)-tol-binap), 0.500 mg (2.92 mmol) of methyl 3-(n-butylamino)crotonate and 2.5 ml of 10% hydrogen chloride-methanol solution were used instead of 78.0 mg (0.0869 mmol) of Ru(OCOCH3)2((S)-tol-binap), 1.00 g (8.69 mmol) of methyl 3-aminocrotonate and 5 ml of 2,2,2-trifluoroethanol, respectively, and except that the reaction was carried out for 16 hours instead of 15 hours, and the reaction mixture was treated as in Example 9 to give methyl 3-(n-butylamino)butanoate in a yield of 10.6%.
Workup
- additionthe reaction mixture was treated as in Example 9
Sources & evidence
- ORD record
- ord-00afdea4ea59499cac515b2430b2c07a
- Source dataset
- uspto-grants-2011_02
- Patent number
- US07893296B2
Reaction notes
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