Water → 1-(2-Cyanoethyl)-6-methoxyindan

HRID 1977997

反応式

HRID 1977997 の反応式
Br[CH2:2][CH2:3][CH:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][CH3:14])[CH:11]=2)[CH2:6][CH2:5]1.[C-:15]#[N:16].[Na+].O>CS(C)=O>[C:15]([CH2:2][CH2:3][CH:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][CH3:14])[CH:11]=2)[CH2:6][CH2:5]1)#[N:16]

参加物

5

反応物 3

HCID 962WaterHCID 8929Sodium CyanideHCID 110971511-(2-Bromoethyl)-6-methoxyindan

生成物 1

HCID 109765261-(2-Cyanoethyl)-6-methoxyindan収率 93%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
60 °C

実験手順

To a solution of 1-(2-bromoethyl)-6-methoxyindan (1.75 g, 6.86 mmol) in dimethyl sulfoxide (80 ml) was added sodium cyanide (0.35 g, 7.20 mmol). This mixture was stirred for 40 minutes at 60° C. To the reaction mixture was added water, which was subjected to extraction with ethyl acetate. The extract solution was washed with brine and dried over anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure. The residue was purified by means of a silica gel column chromatography (hexane/ethyl acetate, 85:15) to give 1.28 g (yield 93%) of the above-titled compound as an oily-product.

後処理

  1. extractionwas subjected to extraction with ethyl acetate
  2. washThe extract solution was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationby distilling off the solvent under reduced pressure
  5. customThe residue was purified by means of a silica gel column chromatography (hexane/ethyl acetate, 85:15)

出典と根拠

ORDレコード
ord-0b31ccfc063a4c8fa74faea8605d7839
出典データセット
uspto-grants-2001_05
特許番号
US06235789B1

関連ノート

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