HCID 67291098, 화합물 → HCID 67291611, 화합물

HRID 1036932노트

반응식

HRID 1036932 반응식
[CH3:1][C:2]1([CH3:22])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH3:12])[CH:10]=2)[NH:5][CH:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[N+:19]([O-])=O)[CH2:3]1>[Cl-].[NH4+].C(O)C.[Fe]>[CH3:1][C:2]1([CH3:22])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH3:12])[CH:10]=2)[NH:5][CH:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[NH2:19])[CH2:3]1

참가 물질

5

반응물 1

HCID 67291098HCID 67291098, 화합물

생성물 1

HCID 67291611HCID 67291611, 화합물수율 91%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 702Ethanol용매HCID 25517Ammonium Chloride용매

실험 절차

To a suspension of 4,4,6-trimethyl-2-(2-nitrophenyl)-1,2,3,4-tetrahydroquinoline (12.3 g, 40 mmol) in saturated aqueous ammonium chloride and ethanol (100 mL) was added powder iron (9.3 g, 160 mmol) at room temperature. After addition, the resulting mixture was stirred at reflux under nitrogen for 3 h. The reaction mixture was cooled to room temperature; and filtered through a pad of celite. The solvent of ethanol in filtrate was removed under reduced pressure and the water phase was extracted with ethyl acetate. The combined organic phase was dried, concentrated to give 2-(4,4,6-trimethyl-1,2,3,4-tetrahydroquinolin-2-yl)aniline (9.7 g). The product was used in the next step without further purification. LC/MS m/e obsd. (ESI+) [(M+H)+] 267.1.

후처리

  1. additionAfter addition
  2. temperatureat reflux under nitrogen for 3 h
  3. filtrationand filtered through a pad of celite
  4. customThe solvent of ethanol in filtrate was removed under reduced pressure
  5. extractionthe water phase was extracted with ethyl acetate
  6. customThe combined organic phase was dried
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6ed4a23f7ebd4e498feb274e26b726ab
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546427B2

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