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 1378652ノート

反応式

HRID 1378652 の反応式
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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

(+)-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).

後処理

  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

出典と根拠

ORDレコード
ord-f0b90df6326f4ae2a20d60171b5c8e4c
出典データセット
uspto-grants-1997_09
特許番号
US05668145

反応ノート

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