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Methyl chloroformate → Methyl 2,3-dihydro-1H-indole-1-carboxylate

HRID 2307413
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HRID 2307413 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.Cl[C:11]([O:13][CH3:14])=[O:12].C(N(CC)CC)C>CN(C1C=CN=CC=1)C.C(Cl)Cl>[CH3:14][O:13][C:11]([N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1)=[O:12]
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참가 물질

6

반응물 3

HCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 10328Indoline

생성물 1

HCID 690083Methyl 2,3-dihydro-1H-indole-1-carboxylate수율 99.3%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

A mixture of indoline (11.97 g, 0.1 mol), methyl chloroformate (15.45 mL, 0.2 mol), triethylamine (40.4 g, 0.4 mol), and DMAP (0.5 g, 0.004 mol) in CH2Cl2 (100 mL) was stirred for 16 hours. The reaction mixture was quenched with water (10 mL). The reaction was extracted with CH2Cl2 (1×40 mL). The organic layer washed with water (1×50 mL), dried over anhydrous magnesium sulfate, filtered and the resultant filtrate was concentrated in vacuo to provide the title compound (17.6 g, 99%) which was used without further purification.

후처리

  1. customThe reaction mixture was quenched with water (10 mL)
  2. extractionThe reaction was extracted with CH2Cl2 (1×40 mL)
  3. washThe organic layer washed with water (1×50 mL)
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationthe resultant filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-fb6e172a4c7c470882b10a1552740b38
출처 데이터셋
uspto-grants-2004_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06831080B2

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