1-Indanone, 6-bromo- → 6-bromo-2,3-dihydro-1H-inden-1-ol

HRID 896068노트

반응식

HRID 896068 반응식
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2=[O:11])=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][CH:8]2[OH:11])=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 1397781-Indanone, 6-bromo-HCID 4311764Sodium borohydride

생성물 1

HCID 27548246-bromo-2,3-dihydro-1H-inden-1-ol수율 100%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 6-bromo-1-indanone (prepared as described by Cornelius, Lyndon A. M. and Combs, Donald W. Synth. Commun. (1994), 24(19), 2777-88) (1.4 g, 6.57 mmol) in 20 mL of methanol was added sodium borohydride (0.087 g, 2.3 mmol) over a period of five minutes at room temperature. The reaction mixture was stirred for two hours at room temperature, concentrated under pressure and partitioned between ethyl acetate (50 mL) and 1N HCl (20 mL). The ethyl acetate layer was dried over sodium sulfate and concentrated under reduced pressure to yield the title compound as a solid (1.4 g, 99%). 1H NMR (CDCl3): δ 7.45 (s, 1H), 7.3 (d, 1H), 7.0 (d, 1H), 5.2 (t, 1H), 2.9 (m, 1H), 2.7 (m, 1H), 2.4 (m, 1H), 1.9 (m, 2H).

후처리

  1. concentrationconcentrated under pressure
  2. custompartitioned between ethyl acetate (50 mL) and 1N HCl (20 mL)
  3. dry with materialThe ethyl acetate layer was dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-e2d1d48b2e634a9784938743713600a1
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06919335B2

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