Sodium cyanoborohydride → Methyl 1-butylindoline-6-carboxylate

HRID 14159

반응식

HRID 14159 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-ec36e4517aeb4f9583456d798cf68415
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07727997B2

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