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

HRID 1977997

반응식

HRID 1977997 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 109765261-(2-Cyanoethyl)-6-methoxyindan수율 93%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-0b31ccfc063a4c8fa74faea8605d7839
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06235789B1

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