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

HRID 1296041노트

반응식

HRID 1296041 반응식
[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

참가 물질

5

반응물 2

HCID 1425995-Chloro-1-indanoneHCID 4311764Sodium borohydride

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 3283Diethyl Ether용매

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온도
10 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-6f126b94db9f44529457729dac328bc6
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244763B2

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