4-Hydroxy-3,5-bis(t-butyl)benzaldoxime → Benzonitrile, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-

HRID 843999

反応式

HRID 843999 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([C:15]([CH3:18])([CH3:17])[CH3:16])[C:13]=1[OH:14])[CH:8]=[N:9]O)([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])O.[Na+]>C(OC(=O)C)(=O)C.C(OCC)C>[C:15]([C:12]1[CH:11]=[C:7]([CH:6]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:13]=1[OH:14])[C:8]#[N:9])([CH3:18])([CH3:17])[CH3:16]

参加物

5

反応物 2

HCID 3285904-Hydroxy-3,5-bis(t-butyl)benzaldoximeHCID 516892Sodium Bicarbonate

生成物 1

HCID 137274Benzonitrile, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-収率 54%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 7918Acetic Anhydride溶媒

反応条件

温度
0 °C

実験手順

A solution of 3,5-Di-tert-butyl-4-hydroxy-benzaldehyde oxime (3.0 grams, 8.4 mmole) in acetic anhydride (6 ml) was was refluxed for 2 hours. The mixture was cooled to 0° C. and saturated sodium hydrogencarbonate was added. The mixture was extracted with methylene chloride. The combined extracts were washed with saturated NaHCO3, dried over Na2SO4, filtered, and concentrated to give a solid. This was dissolved in diethyl ether and extracted with 1 N sodium hydroxide which was then acidified to pH 1 and extracted with ethyl acetate. The extract was dried and concentrated to a yellow solid which was recrystalized from ethyl acetate/hexane to give white crystals (1.05 g). MW 231; MS (m/e) 249 (M++NH4+).

後処理

  1. extractionThe mixture was extracted with methylene chloride
  2. washThe combined extracts were washed with saturated NaHCO3
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto give a solid
  7. extractionextracted with 1 N sodium hydroxide which
  8. extractionextracted with ethyl acetate
  9. customThe extract was dried
  10. concentrationconcentrated to a yellow solid which
  11. customwas recrystalized from ethyl acetate/hexane

出典と根拠

ORDレコード
ord-5c09e90a1c474adaa12a8a64284234f3
出典データセット
uspto-grants-2002_04
特許番号
US06380218B1

関連ノート

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