Water → HCID 57972811、化合物

2.91 g (12.0 mmol) of (R)-4-ethyl-1-[4-(trifluoromethyl)phenyl]-2-azetidinone produced in Example 6 was dissolved in methanol (15 mL) and further mixed with water (10 mL) and potassium hydroxide (1.34 g, 23.9 mmol). The resulting solution was stirred at room temperature for 14 hours. On completion of the reaction, methanol was removed by distillation and toluene (10 mL) and water (5 mL) were added to separate the solution. The separated organic layer was further mixed with water (15.2 mL) and a 30 wt % aqueous solution of potassiumhydroxide (1.02 g) to separate the solution again. The separated aqueous layers were collected together and adjusted to be pH=1.5 by concentrated hydrochloric acid and extraction with toluene (20 mL) was repeated three times. The residue obtained by concentrating the organic layer was crystallized from toluene (9 mL)/hexane (35 mL) to obtain (R)-3-[4-(trifluoromethyl)phenylamino]-pentanoic acid as awhite crystal (2.38 g, isolated yield: 76%). 1H-NMR (CDCl3, 400 MHz/ppm): δ 0.90 (3H, t), 1.5-1.8 (2H, m), 2.4-2.5 (2H, m), 3.7-3.9 (1H, m), 6.65 (2H, d), 7.39 (2H, d)

1. customwas removed by distillation and toluene (10 mL) and water (5 mL)
2. additionwere added
3. customto separate the solution
4. additionThe separated organic layer was further mixed with water (15.2 mL)
5. customa 30 wt % aqueous solution of potassiumhydroxide (1.02 g) to separate the solution again
6. customThe separated aqueous layers were collected together
7. extractionby concentrated hydrochloric acid and extraction with toluene (20 mL)
8. customThe residue obtained
9. concentrationby concentrating the organic layer
10. customwas crystallized from toluene (9 mL)/hexane (35 mL)
11. customto obtain

ORDレコード

ord-88b5b63dc84a43b79744a632bdc2088c

出典データセット

uspto-grants-2007_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07223859B2