Water → 2,6-Di-tert-butyl-4-mercaptophenol

HRID 373183

反応式

HRID 373183 の反応式
[CH3:1][C:2]([C:5]1[CH:6]=[C:7]([S:16]C#N)[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])[CH3:3].O.C(P(CC)CC)C>CC(C)=O>[CH3:4][C:2]([C:5]1[CH:6]=[C:7]([SH:16])[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:1])[CH3:3]

参加物

5

反応物 3

HCID 962WaterHCID 27365TriethylphosphineHCID 6192452,6-DI-Tert-butyl-4-thiocyanato-phenol

生成物 1

HCID 703702,6-Di-tert-butyl-4-mercaptophenol収率 86.9%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
0 °C

実験手順

3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl thiocyanate (55 g, 0.209 mole) was dissolved in acetone (200 ml) under an argon atmosphere. Water (7.6 g, 0.42 mole) was added and the reaction cooled to 0° C. Triethylphosphine (24.7 g, 0.209 mole) was added dropwise over a period of 1 hour and the reaction was then allowed to warm to room temperature with stirring. The solution was concentrated, solvents removed, and the resulting oil purified by chromatography on silica. The fractions containing the thiol were combined, the solvents removed to yield a white powder which was recrystallized from methanol/water and dried to yield 43.3 g of the desired product. NMR confirmed the identity of the product.

後処理

  1. temperatureto warm to room temperature
  2. concentrationThe solution was concentrated
  3. customsolvents removed
  4. customthe resulting oil purified by chromatography on silica
  5. additionThe fractions containing the thiol
  6. customthe solvents removed
  7. customto yield a white powder which
  8. customwas recrystallized from methanol/water
  9. customdried

出典と根拠

ORDレコード
ord-9e233d099bf94456ba97ffdf8ef13edd
出典データセット
uspto-grants-1992_11
特許番号
US05162365

関連ノート

読み込み中…