Diethyl Ether → HCID 67164894, 화합물

HRID 68638노트

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HRID 68638 반응식
[CH2:1]([N:4]([CH2:23][CH2:24][CH3:25])[CH2:5][CH2:6][CH2:7][CH2:8][N:9]1[CH2:18][CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:19](OC)=[O:20])[CH:15]=2)[CH2:10]1)[CH2:2][CH3:3].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+].C(OCC)C>O1CCCC1>[CH2:23]([N:4]([CH2:1][CH2:2][CH3:3])[CH2:5][CH2:6][CH2:7][CH2:8][N:9]1[CH2:18][CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([CH2:19][OH:20])[CH:15]=2)[CH2:10]1)[CH2:24][CH3:25]

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 67164447Methyl 2-[4-(dipropylamino)butyl]-1,2,3,4-tetrahydro-6-isoquinolinecarboxylate

생성물 1

HCID 67164894HCID 67164894, 화합물수율 82.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
-78 °C

실험 절차

To a solution of the compound 20 (3.02 g) in tetrahydrofuran (25 mL), lithium aluminum hydride (330 mg) was, added at −78° C. The reaction mixture was stirred at −78° C. for 30 minutes. To the reaction mixture, sodium sulfate decahydrate (2.8 g) and diethylether (100 mL) were added and the temperature of the reaction mixture was raised to room temperature. The reaction mixture was filtered through Celite (trade name) and then concentrated. The residue was purified by silica gel column chromatography (ethyl acetate:methanol:triethylamine=10:1:0→10:1:0.5) to obtain the title compound (2.28 g) having the following physical properties.

후처리

  1. additionadded at −78° C
  2. temperaturethe temperature of the reaction mixture was raised to room temperature
  3. filtrationThe reaction mixture was filtered through Celite (trade name)
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate:methanol:triethylamine=10:1:0→10:1:0.5)

출처 및 근거

ORD 기록
ord-ca6219708db847e196d191f4740894cb
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822459B2

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