Methanesulfonyl chloride → 3-Acetamido-6-chloro-2-fluorobenzyl methanesulfonate

HRID 1430449ノート

反応式

HRID 1430449 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:11])[CH3:10])=[C:4]([F:12])[C:3]=1[CH2:13][OH:14].[CH3:15][S:16](Cl)(=[O:18])=[O:17]>C(Cl)Cl>[CH3:15][S:16]([O:14][CH2:13][C:3]1[C:2]([Cl:1])=[CH:7][CH:6]=[C:5]([NH:8][C:9](=[O:11])[CH3:10])[C:4]=1[F:12])(=[O:18])=[O:17]

参加物

4

反応物 2

HCID 31297Methanesulfonyl chlorideHCID 86713625N-(4-chloro-2-fluoro-3-(hydroxymethyl)phenyl)acetamide

生成物 1

HCID 867136263-Acetamido-6-chloro-2-fluorobenzyl methanesulfonate収率 91.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A 0° C. of N-(4-chloro-2-fluoro-3-(hydroxymethyl)phenyl)acetamide (1.05 g, 4.82 mmol) and TEA (1.003 mL, 7.24 mmol) in DCM (30 mL) was treated slowly with methanesulfonyl chloride (0.414 mL, 5.31 mmol), warmed to RT and stirred for 2 h. The mixture was treated with satd. NaHCO3, extracted with DCM (2×) and the combined organics were washed with brine, dried over Na2SO4 and concentrated to dryness to afford 3-acetamido-6-chloro-2-fluorobenzyl methanesulfonate (1.31 g, 74% yield) as an off-white solid. MS (ESI) m/z: 296.0 [M+H]+.

後処理

  1. additionThe mixture was treated with satd
  2. extractionNaHCO3, extracted with DCM (2×)
  3. washthe combined organics were washed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-a61b109aba2a4179a1f8a668c152d659
出典データセット
uspto-grants-2015_01
特許番号
US08940756B2

反応ノート

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