Water → 2-(tert-Butyl)indoline

HRID 468392

반응식

HRID 468392 반응식
[C:1]([C:5]1[NH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+].O>CC(O)=O>[C:1]([CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6]1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 962WaterHCID 5941662-tert-Butyl-1H-indoleHCID 4311764Sodium borohydride

생성물 1

HCID 46426432-(tert-Butyl)indoline수율 116.5%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
10 °C

실험 절차

To a solution of 2-tert-butyl-1H-indole (10 g, 48 mmol) in AcOH (40 mL) was added NaBH4 at 10° C. The mixture was stirred for 20 minutes at 10° C. before being treated dropwise with H2O under ice cooling. The mixture was extracted with ethyl acetate. The combined organic layers were dried over anhydrous Na2SO4, filtered, and concentrated under vacuum to give 2-tert-butylindoline (9.8 g), which was used directly in the next step.

후처리

  1. extractionThe mixture was extracted with ethyl acetate
  2. dry with materialThe combined organic layers were dried over anhydrous Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-ef6a4cefa9ac48f09e6df065def70b07
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08623905B2

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