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

HRID 1258309ノート

反応式

HRID 1258309 の反応式
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]

参加物

4

反応物 3

HCID 702Ethanol2 回HCID 8021DiethylamineHCID 666439664-(4-Hydroxy-4-methylpent-2-ynoyl)benzonitrile

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-03c5de5d1be448f9bdcf8ba46f30c32c
出典データセット
uspto-grants-2013_06
特許番号
US08466148B2

反応ノート

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