Hydrochloric Acid → 3-(m-Fluorobenzylthio)-4-hydroxy-6-methyl-2-pyrone

HRID 1579603노트

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HRID 1579603 반응식
[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[O:5][C:4](=[O:9])[C:3]=1[SH:10].[F:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH2:15]Cl.Cl>N1C=CC=CC=1>[F:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH2:15][S:10][C:3]1[C:4](=[O:9])[O:5][C:6]([CH3:8])=[CH:7][C:2]=1[OH:1]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 99743-Fluorobenzyl chlorideHCID 547312374-Hydroxy-3-mercapto-6-methyl-2-pyrone

생성물 1

HCID 547276663-(m-Fluorobenzylthio)-4-hydroxy-6-methyl-2-pyrone수율 53%

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
90 °C

실험 절차

4-Hydroxy-3-mercapto-6-methyl-2-pyrone (50 g., 0.317 mole) and m-fluorobenzylchloride (45.8 g., 0.317 mole) were dissolved in pyridine (250 ml.). The temperature rose from 20° to 36°C. The resulting solution was heated at 90°C. for two hours and poured over ice and 500 ml. of concd. hydrochloric acid. This mixture was extracted with methylene chloride. The extract was dried (MgSO4) and the solvent removed by evaporation. The residue was mixed with hexane, filtered and dried, yielding 44.6 g. (53 percent) of the desired product. Recrystallization from benzene gave the pure product as a white solid, m.p. 123.5°-124°C.

후처리

  1. customrose from 20° to 36°C
  2. additionpoured over ice and 500 ml
  3. extractionThis mixture was extracted with methylene chloride
  4. dry with materialThe extract was dried (MgSO4)
  5. customthe solvent removed by evaporation
  6. additionThe residue was mixed with hexane
  7. filtrationfiltered
  8. customdried
  9. customyielding 44.6 g

출처 및 근거

ORD 기록
ord-0d868a8e36e44b2fa65b648ac17d877f
출처 데이터셋
uspto-grants-1976_01
특허 번호
US03931235

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