Water → 4-Bromo-2-fluorobenzene-1-thiol

HRID 16078ノート

反応式

HRID 16078 の反応式
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:20][C:21]1[CH:26]=[CH:25][C:24]([S:27](Cl)(=O)=O)=[C:23]([F:31])[CH:22]=1.O>C1COCC1>[Br:20][C:21]1[CH:26]=[CH:25][C:24]([SH:27])=[C:23]([F:31])[CH:22]=1

参加物

5

反応物 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 27363104-Bromo-2-fluorobenzene-1-sulfonyl chloride

生成物 1

HCID 225069554-Bromo-2-fluorobenzene-1-thiol収率 92.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
20 °C

実験手順

Triphenylphosphine was added portionwise to a solution of 4-bromo-2-fluorobenzenesulfonyl chloride (8.44 g) in THF (30 ml) at 0° C. After 15 min water was added and the colourless solution was stirred at 20° C. for 18 h. The solvent was removed in vacuo, the residues dissolved in DCM and extracted with 2M sodium hydroxide (twice). The aqueous layers were washed with DCM, combined, acidified (4M HCl) and extracted with ethyl acetate (thrice). These organic extracts were dried (MgSO4) and evaporated to give the sub-title compound (5.89 g).

後処理

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residues dissolved in DCM
  3. extractionextracted with 2M sodium hydroxide (twice)
  4. washThe aqueous layers were washed with DCM
  5. extractionextracted with ethyl acetate (thrice)
  6. dry with materialThese organic extracts were dried (MgSO4)
  7. customevaporated

出典と根拠

ORDレコード
ord-e9a70226abf14d40b5da6d0b8f80ee6a
出典データセット
uspto-grants-2010_06
特許番号
US07737135B2

反応ノート

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