5-Chloro-1-indanone → 5-Chloro-2,3-dihydro-1H-inden-1-ol

HRID 1296041ノート

反応式

HRID 1296041 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH2:6][CH2:5]2.[BH4-].[Na+]>CO.C(OCC)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7]([OH:11])[CH2:6][CH2:5]2

参加物

5

反応物 2

HCID 1425995-Chloro-1-indanoneHCID 4311764Sodium borohydride

生成物 1

HCID 225048045-Chloro-2,3-dihydro-1H-inden-1-ol

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 3283Diethyl Ether溶媒

反応条件

温度
10 °C

実験手順

To a precooled (5–10° C.) solution of 5-chloro-indan-1-one (2.0 g, 12 mmoles) in 33 mL of anhydrous methanol was added sodium borohydride (0.43 g, 11 mmoles). The reaction mixture was stirred at 10° C. for 2 hrs and then at room temperature for 18 hrs. The reaction mixture was evaporated to afford a yellow residue. The residue was dissolved in 200 mL of diethyl ether and then washed with water (2×100 mL), with 0.10 N hydrochloric acid (2×100 mL), and then with brine (100 mL). The organic layer was separated, dried (sodium sulfate), filtered, and the filtrate was evaporated to provide the title compound in good purity. MS m/z 167 (M−1).

後処理

  1. waitat room temperature for 18 hrs
  2. customThe reaction mixture was evaporated
  3. customto afford a yellow residue
  4. washwashed with water (2×100 mL), with 0.10 N hydrochloric acid (2×100 mL)
  5. customThe organic layer was separated
  6. dry with materialdried (sodium sulfate)
  7. filtrationfiltered
  8. customthe filtrate was evaporated

出典と根拠

ORDレコード
ord-6f126b94db9f44529457729dac328bc6
出典データセット
uspto-grants-2007_07
特許番号
US07244763B2

反応ノート

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