Sodium cyanoborohydride → Methyl 1-butylindoline-6-carboxylate

HRID 348950

반응식

HRID 348950 반응식
[CH2:1]([N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]([O:16][CH3:17])=[O:15])[CH:12]=2)[CH:7]=[CH:6]1)[CH2:2][CH2:3][CH3:4].C([BH3-])#N.[Na+]>C(O)(=O)C>[CH2:1]([N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]([O:16][CH3:17])=[O:15])[CH:12]=2)[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4]

참가 물질

4

반응물 2

HCID 5003444Sodium cyanoborohydrideHCID 21086134methyl 1-butyl-1H-indole-6-carboxylate

생성물 1

HCID 21086137Methyl 1-butylindoline-6-carboxylate수율 77.4%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
40 °C

실험 절차

To a mixture of methyl 1-butyl-1H-indole-6-carboxylate, (2.1 g) in glacial acetic acid (25 mL) was added sodium cyanoborohydride (2.28 g). The mixture was heated at 40° C. for 3 h then cooled to room temperature, partitioned between water and ethyl acetate and the layers were separated. The organic layer was washed three times with brine, dried over anhydrous sodium sulfate and concentrated to give 1.64 g of the title compound: 1H NMR (CDCl3) δ 0.969, 1.43, 1.59, 2.99, 3.1, 3.4, 3.88, 7.07, 7.34.

후처리

  1. temperaturethen cooled to room temperature
  2. custompartitioned between water and ethyl acetate
  3. customthe layers were separated
  4. washThe organic layer was washed three times with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-81d413419b194d14aaa1bfcd4e6852e6
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176242B2

연결된 노트

불러오는 중…