Hydrogen chloride-ethyl acetate → 1-cyclohexyl-2-L-prolyl-1,2,3,4-tetrahydroisoquinoline

HRID 2383018ノート

反応式

HRID 2383018 の反応式
Cl.CCOC(C)=O.[CH:8]1([CH:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH2:17][CH2:16][N:15]2[C:24]([C@@H:26]2[CH2:30][CH2:29][CH2:28][N:27]2C(OC(C)(C)C)=O)=[O:25])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1>CCOC(C)=O>[CH:8]1([CH:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH2:17][CH2:16][N:15]2[C:24](=[O:25])[C@@H:26]2[CH2:30][CH2:29][CH2:28][NH:27]2)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]1

参加物

4

反応物 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 68250501tert-butyl (2S)-2-[(1-cyclohexyl-3,4-dihydroisoquinolin-2(1H)-yl)carbonyl]pyrrolidine-1-carboxylate

生成物 1

HCID 593966061-cyclohexyl-2-L-prolyl-1,2,3,4-tetrahydroisoquinoline収率 92.9%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

4 M HCl/EtOAc (4 mL) was added to a solution of tert-butyl (2S)-2-[(1-cyclohexyl-3,4-dihydroisoquinolin-2(1H)-yl)carbonyl]pyrrolidine-1-carboxylate (1.79 g) in EtOAc (4 mL). The mixture was stirred at room temperature for 5 hours. The solvent was evaporated under reduced pressure, and chloroform and a saturated aqueous sodium hydrogen carbonate solution were added to the residue. The organic layer was washed with saturated brine, dried over magnesium sulfate, filtered, and concentrated to obtain 1-cyclohexyl-2-L-prolyl-1,2,3,4-tetrahydroisoquinoline (1.26 g).

後処理

  1. customThe solvent was evaporated under reduced pressure, and chloroform
  2. additiona saturated aqueous sodium hydrogen carbonate solution were added to the residue
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-03916f6bf25d4fabb973988dab1d5de6
出典データセット
uspto-grants-2012_09
特許番号
US08263607B2

反応ノート

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