1-tert-Butyl 3-ethyl 1H-indole-1,3-dicarboxylate → 1-tert-Butyl 3-ethyl indoline-1,3-dicarboxylate

HRID 863298노트

반응식

HRID 863298 반응식
[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 1

HCID 539833451-tert-Butyl 3-ethyl 1H-indole-1,3-dicarboxylate

생성물 1

HCID 196977841-tert-Butyl 3-ethyl indoline-1,3-dicarboxylate

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A solution of 1.0 g of ethyl 1-(tert-butoxycarbonyl)indole-3-carboxylate in 20 ml of anhydrous ethanol is hydrogenated in the presence of 0.50 g of palladium-on-charcoal (5% of Pd) at 80° C. until the reaction has ended. After the reaction mixture has been filtered over Celite '545 and the filtrate has been concentrated, the oily residue is purified by means of FC over 15 g of silica gel with a 15:1 mixture of hexane and ethyl acetate as the mobile phase. This gives the title compound: Rf (G)=0.39; anal. calc. for C16H21NO4 : C65.96%, H7.27%, N4.81%; found C65.67%, H7.18%, N4.77%.

후처리

  1. filtrationAfter the reaction mixture has been filtered over Celite '545
  2. concentrationthe filtrate has been concentrated
  3. customthe oily residue is purified by means of FC over 15 g of silica gel with a 15:1 mixture of hexane and ethyl acetate as the mobile phase

출처 및 근거

ORD 기록
ord-39ed7b3c3ad74147ae97dbe19d8e2b3d
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05719141

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