Toluene → HCID 68379265, 화합물

HRID 403479노트

반응식

HRID 403479 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 68379265HCID 68379265, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-7fe4405ec53048b993c272cd0911fc73
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748435B2

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