Water → 2-(2,3-dihydro-1H-inden-5-yl)acetonitrile

HRID 330293ノート

反応式

HRID 330293 の反応式
[C-:1]#[N:2].[Na+].Cl[CH2:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[CH2:11][CH2:10][CH2:9]2.O>CS(C)=O>[CH2:11]1[C:12]2[C:8](=[CH:7][C:6]([CH2:5][C:1]#[N:2])=[CH:14][CH:13]=2)[CH2:9][CH2:10]1

参加物

5

反応物 3

HCID 962WaterHCID 8929Sodium CyanideHCID 2331495-(Chloromethyl)-2,3-dihydro-1h-indene

生成物 1

HCID 148193682-(2,3-dihydro-1H-inden-5-yl)acetonitrile

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

To a stirred, partial solution of NaCN (11.4 g, 0.232 mol) in DMSO 75 mL) was added 5-chloromethylindan (35.2 g, 0.211 mol) dropwise over 45 minutes. (The internal temperature was maintained below 65° C.). The resulting mixture was stirred at room temperature overnight. H2O (250 mL) was added and the mixture was extracted with ether. The organic phase was washed with H2O (200 mL), 6N HCl (100 mL), H2O (200 mL), saturated aqueous NaHCO3 (100 mL), and saturated aqueous NaCl, dried (MgSO4), and concentrated. The crude product was distilled under reduced pressure (0.6 mm) to give 28.1 g (85%) as a colorless oil, b.p. 131°) C.

後処理

  1. temperature(The internal temperature was maintained below 65° C.)
  2. extractionthe mixture was extracted with ether
  3. washThe organic phase was washed with H2O (200 mL), 6N HCl (100 mL), H2O (200 mL), saturated aqueous NaHCO3 (100 mL), and saturated aqueous NaCl
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated
  6. distillationThe crude product was distilled under reduced pressure (0.6 mm)
  7. customto give 28.1 g (85%) as a colorless oil, b.p. 131°) C

出典と根拠

ORDレコード
ord-3a50827db90644089c8ea36c068a65ed
出典データセット
uspto-grants-1990_01
特許番号
US04895860

反応ノート

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