Toluene → HCID 68379265、化合物

HRID 403479ノート

反応式

HRID 403479 の反応式
C1(C)C=CC=CC=1.[Br:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C:17]#[N:18])=[CH:11][CH:10]=1.[C:19](OCC)(=[O:22])[CH2:20][CH3:21]>C1COCC1>[Br:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][CH:16]([C:19](=[O:22])[CH2:20][CH3:21])[C:17]#[N:18])=[CH:13][CH:14]=1

参加物

5

反応物 3

HCID 1140TolueneHCID 7749Ethyl PropionateHCID 27356113-(4-Bromophenyl)propanenitrile

生成物 1

HCID 68379265HCID 68379265、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A 1.7 M solution of potassium tert. pentylate in toluene (81 ml, 139 mmol) was added dropwise to a solution of 3-(4-bromo-phenyl)-propionitrile (9.70 g, 46.2 mmol) in 200 ml of THF at rt, followed by addition of ethyl propionate (18.9 ml, 185 mmol). Stirring was continued for 20 min. The reaction mixture was quenched by careful addition of 1N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over Na2 SO4 and evaporated. The residue was purified by column chromatography (silica gel, EtOAc/n-hexane 3:7) to yield 1 as a yellow oil.

後処理

  1. customThe reaction mixture was quenched by careful addition of 1N hydrochloric acid
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water and brine
  4. customdried over Na2 SO4
  5. customevaporated
  6. customThe residue was purified by column chromatography (silica gel, EtOAc/n-hexane 3:7)

出典と根拠

ORDレコード
ord-7fe4405ec53048b993c272cd0911fc73
出典データセット
uspto-grants-2014_06
特許番号
US08748435B2

反応ノート

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