Water → 1-(4-Hydroxyphenylthio)-n-octadecane

HRID 1608546노트

반응식

HRID 1608546 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:15](Cl)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32].O>CN(C)C=O>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH3:15])=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 188151-ChlorooctadecaneHCID 2401474-Mercaptophenol

생성물 1

HCID 221790531-(4-Hydroxyphenylthio)-n-octadecane수율 70%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

Under a nitrogen atmosphere, p-hydroxythiophenol (126 g) was dissolved in N,N-dimethylformamide (600 ml) and thereto was added potassium carbonate (152 g). Thereto was added octadecyl chloride (318 g), followed by heating at 80° C. for 2 hours. After completion of the reaction, the reaction mixture was poured into water to precipitate a white solid. Thereto was added 5% hydrochloric acid to adjust the pH to acidic state and then, the white solid was filtered off under reduced pressure and then recrystallized from methyl ethyl ketone to obtain the desired product (261 g). Yield 70%; m.p. 95° C.

후처리

  1. customAfter completion of the reaction
  2. customto precipitate a white solid
  3. additionThereto was added 5% hydrochloric acid
  4. filtrationthe white solid was filtered off under reduced pressure
  5. customrecrystallized from methyl ethyl ketone

출처 및 근거

ORD 기록
ord-ba7ec9f547ea4cb48b338cd02e1cfa2b
출처 데이터셋
uspto-grants-1995_03
특허 번호
US05395815

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