2,2,2-trifluoro-N-(7-hydroxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-N-propyl-acetamide → 7-Propylamino-5,6,7,8-tetrahydro-naphthalen-2-ol

HRID 1168885ノート

反応式

HRID 1168885 の反応式
FC(F)(F)C([N:5]([CH:9]1[CH2:18][CH2:17][C:16]2[C:11](=[CH:12][C:13]([OH:19])=[CH:14][CH:15]=2)[CH2:10]1)[CH2:6][CH2:7][CH3:8])=O>CO.[OH-].[Na+]>[CH2:6]([NH:5][CH:9]1[CH2:10][C:11]2[CH:12]=[C:13]([OH:19])[CH:14]=[CH:15][C:16]=2[CH2:17][CH2:18]1)[CH2:7][CH3:8]

参加物

4

反応物 1

HCID 225606602,2,2-trifluoro-N-(7-hydroxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-N-propyl-acetamide

生成物 1

HCID 100587877-Propylamino-5,6,7,8-tetrahydro-naphthalen-2-ol収率 113.5%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

A solution of 2,2,2-trifluoro-N-(7-hydroxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-N-propyl-acetamide (340 mg, 1.03 mmol) in methanol (30 mL) and 1N NaOH (30 mL) were stirred at room temperature for 30 h. The reaction was concentrated and the residue partitioned between EtOAc (40 mL) and water (40 mL). The aqueous layer was extracted twice more with EtOAc (2×30 mL). The combined organic layers were washed with brine (30 mL), dried (MgSO4), and concentrated to afford 7-propylamino-5,6,7,8-tetrahydro-naphthalen-2-ol (240 mg).

後処理

  1. concentrationThe reaction was concentrated
  2. customthe residue partitioned between EtOAc (40 mL) and water (40 mL)
  3. extractionThe aqueous layer was extracted twice more with EtOAc (2×30 mL)
  4. washThe combined organic layers were washed with brine (30 mL)
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-9f60f4995a324449a7cc2163695c482a
出典データセット
uspto-grants-2003_09
特許番号
US06627644B2

反応ノート

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