Morpholine → HCID 69695131、化合物

(1R)-3-Oxo-cyclohexanecarboxylic acid was prepared according to the procedure described by R. D. Allan et al. in Aust. J. Chem., 1981, 34, 2231. A solution of (1R)-3-oxo-cyclohexanecarboxylic acid (1 eq, 2.52 g, 18.1 mmol), 3-(diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one (DEPBT, H. Li et al. Organic Letters, 1999, 1, 91) (1.05 eq, 19.0 mmol, 5.68 g) and N,N-diisopropylethylamine (15 eq, 27.1 mmol, 4.7 mL) in anhydrous dichloromethane (70 mL) was allowed to stir at room temperature for 75 minutes. Morpholine (1.2 eq, 21.72 mmol, 1.9 mL) was added and the solution was stirred at ambient temperature for 16 h. The mixture was concentrated under vacuum to an oil which was purified by flash chromatography eluting with a 2.5% methanol-dichloromethane gradient on silica gel to give (3R)-3-(morpholine-4-carbonyl)-cyclohexanone (2.05 g, 54%).

1. stirringthe solution was stirred at ambient temperature for 16 h
2. concentrationThe mixture was concentrated under vacuum to an oil which
3. customwas purified by flash chromatography
4. washeluting with a 2.5% methanol-dichloromethane gradient on silica gel

ORDレコード

ord-eb5ca70d0e46438c94bd19f5f449eb6d

出典データセット

uspto-grants-2005_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06979741B2