Methanethiol → 2,3-Bis(methylsulphenyl)-4-chlorobenzoic acid

HRID 341731노트

반응식

HRID 341731 반응식
O.[OH-].[Li+].[CH3:4][SH:5].[Cl:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[C:9]([S:16][CH3:17])[C:8]=1F.O>CN(C)C=O>[CH3:17][S:16][C:9]1[C:8]([S:5][CH3:4])=[C:7]([Cl:6])[CH:15]=[CH:14][C:10]=1[C:11]([OH:13])=[O:12]

참가 물질

6

반응물 4

HCID 878MethanethiolHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 152187374-Chloro-3-fluoro-2-methylsulphenylbenzoic acid

생성물 1

HCID 538155792,3-Bis(methylsulphenyl)-4-chlorobenzoic acid수율 52.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Lithium hydroxide monohydrate (4.95 g) was added to a solution of methyl mercaptan (4.4 g) in N,N-dimethyl formamide, and 4-chloro-3-fluoro-2-(methylsulphenyl)benzoic acid (5.5 g) was added to the resultant mixture. It was stirred at room temperature for 1 hour and heated to 80° C. overnight. It was cooled, poured into water, extracted with ether, washed with water, dried (Na2SO4) and filtered. The filtrate was evaporated to dryness and the residue was purified by column chromatography eluted with a mixture of acetic acid, ether and hexane (1:10:89) to give 2,3-bis(methylsulphenyl)-4-chlorobenzoic acid (3.24 g) as an off white solid, m.p. 130°-131° C.

후처리

  1. temperatureheated to 80° C. overnight
  2. temperatureIt was cooled
  3. extractionextracted with ether
  4. washwashed with water
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. customThe filtrate was evaporated to dryness
  8. customthe residue was purified by column chromatography
  9. washeluted with a mixture of acetic acid, ether and hexane (1:10:89)

출처 및 근거

ORD 기록
ord-f8954694ed174ff799bece52afb1517e
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05856274

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