1-oxo-2,3-dihydro-1H-indene-5-carbonitrile → 1-hydroxy-2,3-dihydro-1H-indene-5-carbonitrile

HRID 2368764노트

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HRID 2368764 반응식
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]#[N:12])=[CH:8][CH:9]=2)[CH2:4][CH2:3]1.[BH4-].[Na+]>CO>[OH:1][CH:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]#[N:12])=[CH:8][CH:9]=2)[CH2:4][CH2:3]1

참가 물질

4

반응물 2

HCID 3128961-oxo-2,3-dihydro-1H-indene-5-carbonitrileHCID 4311764Sodium borohydride

생성물 1

HCID 145153231-hydroxy-2,3-dihydro-1H-indene-5-carbonitrile수율 100.5%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

1-Oxo-2,3-dihydro-1H-inden-5-carbonitrile (7.85 g, 50 mmol) was dissolved in 50 mL of methanol. To it was added sodium borohydride (2.3 g, 60 mmol) gradually within about 30 minutes. The solution was concentrated after being stirred for 2 hours. The residue was dissolved in ethyl acetate and the solution obtained was washed with sodium bicarbonate twice and then with brine twice, dried over magnesium sulfate, filtered, and concentrated to obtain 8 g of the desired compound (100% yield). MS (M+1)=160.07.

후처리

  1. concentrationThe solution was concentrated
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. customthe solution obtained
  4. washwas washed with sodium bicarbonate twice
  5. dry with materialwith brine twice, dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-98734b30d27d4d8c86f169b789f04062
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08703771B2

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