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

HRID 341731ノート

反応式

HRID 341731 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-f8954694ed174ff799bece52afb1517e
出典データセット
uspto-grants-1999_01
特許番号
US05856274

反応ノート

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