Ethanol → 4-(5,5-Dimethyl-4-oxo-4,5-dihydrofuran-2-yl)benzonitrile

HRID 1776334노트

반응식

HRID 1776334 반응식
O[C:2]([CH3:16])([CH3:15])[C:3]#[C:4][C:5]([C:7]1[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=1)=[O:6].C(NCC)C.C([OH:24])C>>[CH3:15][C:2]1([CH3:16])[O:6][C:5]([C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=2)=[CH:4][C:3]1=[O:24]

참가 물질

4

반응물 3

HCID 702Ethanol2회HCID 8021DiethylamineHCID 666439664-(4-Hydroxy-4-methylpent-2-ynoyl)benzonitrile

생성물 1

HCID 595801574-(5,5-Dimethyl-4-oxo-4,5-dihydrofuran-2-yl)benzonitrile

실험 절차

To a stirred solution of crude 4-(4-hydroxy-4-methylpent-2-ynoyl)benzonitrile (1.2 g, 5.60 mmol) in ethanol (12 mL), a solution of diethyl amine (0.58 mL, 5.60 mmol) in EtOH (5 mL) was added dropwise at RT. The reaction mixture was then stirred for additional 1 h. The ethanol was removed and the mixture then diluted with EtOAc (50 mL). The combined organic layers were washed with water (10 mL), brine (10 mL). dried over Na2SO4, filtered, and concentrated in vacuo to afford crude 4-(5,5-dimethyl-4-oxo-4,5-dihydrofuran-2-yl)benzonitrile (1.2 g) as a light green semi solid which was taken on to the next step without further purification.

후처리

  1. customThe ethanol was removed
  2. additionthe mixture then diluted with EtOAc (50 mL)
  3. washThe combined organic layers were washed with water (10 mL), brine (10 mL)
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-8fed40161b3b44e38ef8975929a57a7f
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09265767B2

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