Water → isopropyl-carbamic acid 2-(2-oxo-2,3-dihydro-1H-indol-4-yl)-ethyl ester

HRID 2120260

반응식

HRID 2120260 반응식
[OH:1][CH2:2][CH2:3][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH2:6][C:7](=[O:13])[NH:8]2.[CH:14]([N:17]=[C:18]=[O:19])([CH3:16])[CH3:15].O>O1CCCC1.CN(C)C=O>[O:13]=[C:7]1[CH2:6][C:5]2[C:9](=[CH:10][CH:11]=[CH:12][C:4]=2[CH2:3][CH2:2][O:1][C:18](=[O:19])[NH:17][CH:14]([CH3:16])[CH3:15])[NH:8]1

참가 물질

6

반응물 3

HCID 962WaterHCID 61277Isopropyl isocyanateHCID 109430044-(2-Hydroxyethyl)indolin-2-one

생성물 1

HCID 9903356isopropyl-carbamic acid 2-(2-oxo-2,3-dihydro-1H-indol-4-yl)-ethyl ester수율 26%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
80 °C

실험 절차

A mixture of 4-(2-hydroxy-ethyl)-1,3-dihydro-indol-2-one (3 g, 16.93 mmol) and isopropyl isocyanate (2.49 mL, 25.40 mmol) in tetrahydrofuran (16 mL) and dimethylformamide (6 mL) was heated at 80° C. for 64 hours. The reaction mixture was poured into water and extracted with ethyl acetate (400 mL), washed with brine, dried (sodium sulfate), and concentrated. The residue was recrystallized form methanol, ethyl acetate and hexanes to give 1.136 g (26%) of isopropyl-carbamic acid 2-(2-oxo-2,3-dihydro-1H-indol-4-yl)-ethyl ester as crystalline solid.

후처리

  1. extractionextracted with ethyl acetate (400 mL)
  2. washwashed with brine
  3. dry with materialdried (sodium sulfate)
  4. concentrationconcentrated
  5. customThe residue was recrystallized form methanol, ethyl acetate and hexanes

출처 및 근거

ORD 기록
ord-9a2237619a824b71920dc83e5ba446ff
출처 데이터셋
uspto-grants-2004_02
특허 번호
US06689806B1

연결된 노트

불러오는 중…