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

HRID 373183

반응식

HRID 373183 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 703702,6-Di-tert-butyl-4-mercaptophenol수율 86.9%

시약·촉매·용매 1

HCID 180Acetone용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9e233d099bf94456ba97ffdf8ef13edd
출처 데이터셋
uspto-grants-1992_11
특허 번호
US05162365

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