Water → 4-(3-Cyanopropyl)-6-methoxy-1,2-dihydronaphthalene

HRID 582199ノート

反応式

HRID 582199 の反応式
Br[CH2:2][CH2:3][CH2:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:15][CH3:16])[CH:13]=2)[CH2:8][CH2:7][CH:6]=1.[C-:17]#[N:18].[Na+].O>CS(C)=O>[CH3:16][O:15][C:12]1[CH:13]=[C:14]2[C:9]([CH2:8][CH2:7][CH:6]=[C:5]2[CH2:4][CH2:3][CH2:2][C:17]#[N:18])=[CH:10][CH:11]=1

参加物

5

反応物 3

HCID 962WaterHCID 8929Sodium CyanideHCID 104238234-(3-Bromopropyl)-6-methoxy-1,2-dihydronaphthalene

生成物 1

HCID 219964624-(3-Cyanopropyl)-6-methoxy-1,2-dihydronaphthalene収率 93%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

A mixture of 4-(3-bromopropyl)-1,2-dihydro-6-methoxynaphthalene (10 g, 35.6 mmol.) and sodium cyanide (1.92 g, 39.1 mmol.) was stirred in dimethyl sulfoxide (20 ml) for one hour at room temperature. The reaction mixture was poured into water, then the organic substance was extracted with ethyl acetate. The extract solution was washed with a saturated aqueous saline solution and water, which was dried over anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure. The residue thus obtained was purified by means of a silica gel column chromatography (ethyl acetate:hexane=1:9) to afford the titled compound. (7.5 g, yield 93%, oily).

後処理

  1. extractionthe organic substance was extracted with ethyl acetate
  2. washThe extract solution was washed with a saturated aqueous saline solution and water, which
  3. dry with materialwas dried over anhydrous magnesium sulfate
  4. distillationby distilling off the solvent under reduced pressure
  5. customThe residue thus obtained
  6. customwas purified by means of a silica gel column chromatography (ethyl acetate:hexane=1:9)

出典と根拠

ORDレコード
ord-381b895364f1406bba7b3387d796e5b0
出典データセット
uspto-grants-1999_07
特許番号
US05922771

反応ノート

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