Dimethyl Disulfide → (2-Chloro-6-fluorophenyl)(methyl)sulfane

HRID 341743

반응식

HRID 341743 반응식
[F:1][C:2]1[CH:3]=[C:4]([Cl:8])[CH:5]=[CH:6][CH:7]=1.[CH3:9][S:10]SC>CCCCCC.O1CCCC1>[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[C:3]=1[S:10][CH3:9]

참가 물질

5

반응물 2

HCID 12232Dimethyl DisulfideHCID 2230871-Chloro-3-fluorobenzene

생성물 1

HCID 53633719(2-Chloro-6-fluorophenyl)(methyl)sulfane수율 126.7%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8058Hexane용매

반응 조건

온도
-78 °C

실험 절차

n-Butylithium (2.5M in hexane, 129 ml) was added to a solution of 3-fluorochlorobenzene (35 g) in dry tetrahydrofuran while maintaining the temperature below -70° C. The mixture was stirred at -78° C. for 3 hours and dimethyl disulphide (60.65 g) was added. The mixture was allowed to warm to room temperature and stirred overnight. The mixture was evaporated to dryness and the residue was suspended in ether and washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness to give 2-chloro-6-fluorothioanisole (60 g) as a crude yellow oil containing some dimethyl disulphide, NMR (CDCl3) 2.45(s,3H), 6.95(t,1H), 7.1-7.3(m,2H).

후처리

  1. temperaturewhile maintaining the temperature below -70° C
  2. temperatureto warm to room temperature
  3. stirringstirred overnight
  4. customThe mixture was evaporated to dryness
  5. washwashed with water
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customThe filtrate was evaporated to dryness

출처 및 근거

ORD 기록
ord-74d29cbdb4b64b6a9fac27f6d8a4488d
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05856274

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