Racemic 2-(2-Benzyl-1,2,3,4-tetrahydro-isoquinolin-3-yl)-ethanol → 2-(1,2,3,4-Tetrahydroisoquinolin-3-yl)ethan-1-ol

HRID 1378652노트

반응식

HRID 1378652 반응식
C([N:8]1[CH:17]([CH2:18][CH2:19][OH:20])[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9]1)C1C=CC=CC=1>[Pd].CO>[CH2:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:16][CH:17]([CH2:18][CH2:19][OH:20])[NH:8]1

참가 물질

4

반응물 1

HCID 22911385Racemic 2-(2-Benzyl-1,2,3,4-tetrahydro-isoquinolin-3-yl)-ethanol

생성물 1

HCID 128748552-(1,2,3,4-Tetrahydroisoquinolin-3-yl)ethan-1-ol

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

(+)-2-(2-Benzyl-1,2,3,4-tetrahydro-isoquinolin-3-yl)-ethanol (610 mg, 2.3 mmol) was hydrogenated at 40 p.s.i.g. on a Parr Apparatus (305 mg of 10% palladium-on-carbon catalyst; methanol/concentrated hydrochloric acid solvent (15 ml and 0.25 ml, respectively) for 5 hours. The catalyst was filtered, and the filtrate was concentrated in vacuo to an oil, which was dissolved in dilute aqueous (pH 9) sodium carbonate/methylene chloride (50 ml of each). The aqueous phase was separated and extracted with two 10 ml portions of methylene chloride. The combined organic extracts were dried over anhydrous sodium sulfate and concentrated in vacuo to afford the title compound as a viscous colorless oil (quantitative yield).

후처리

  1. filtrationThe catalyst was filtered
  2. concentrationthe filtrate was concentrated in vacuo to an oil, which
  3. dissolutionwas dissolved in dilute aqueous (pH 9) sodium carbonate/methylene chloride (50 ml of each)
  4. customThe aqueous phase was separated
  5. extractionextracted with two 10 ml portions of methylene chloride
  6. dry with materialThe combined organic extracts were dried over anhydrous sodium sulfate
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-f0b90df6326f4ae2a20d60171b5c8e4c
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05668145

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