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

HRID 2368764

反応式

HRID 2368764 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-98734b30d27d4d8c86f169b789f04062
出典データセット
uspto-grants-2014_04
特許番号
US08703771B2

関連ノート

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