Triethylamine → Ethyl O-Mesitylsulfonylacetohydroxamate

HRID 2272823ノート

反応式

HRID 2272823 の反応式
[OH:1]/[N:2]=[C:3](/[O:5][CH2:6][CH3:7])\[CH3:4].C(N(CC)CC)C.[CH3:15][C:16]1[CH:21]=[C:20]([CH3:22])[CH:19]=[C:18]([CH3:23])[C:17]=1[S:24](Cl)(=[O:26])=[O:25]>CN(C=O)C>[CH3:15][C:16]1[CH:21]=[C:20]([CH3:22])[CH:19]=[C:18]([CH3:23])[C:17]=1[S:24]([O:1]/[N:2]=[C:3](/[O:5][CH2:6][CH3:7])\[CH3:4])(=[O:25])=[O:26]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 130462-Mesitylenesulfonyl chlorideHCID 5363167Ethyl N-hydroxyacetimidate

生成物 1

HCID 6282444Ethyl O-Mesitylsulfonylacetohydroxamate収率 64.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of ethyl (1E)-N-hydroxyethanimidate (8.4 g, 81.5 mmol) in DMF (20 mL) is added triethylamine (12 mL, 86.24 mmol) and the mixture is stirred for 20 minutes. 2,4,6-Trimethylbenzene-1-sulfonyl chloride (20 g, 81.5 mmol) is added and the reaction mixture is stirred at room temperature for 16 hours. The reaction mixture is quenched with water (100 mL) and extracted with EtOAc (3×100 mL). The combined organic extracts are dried over sodium sulphate, filtered, and evaporated to dryness to give the title compound as white solid (15 g, 64%). The crude material is used without further purification.

後処理

  1. stirringthe reaction mixture is stirred at room temperature for 16 hours
  2. customThe reaction mixture is quenched with water (100 mL)
  3. extractionextracted with EtOAc (3×100 mL)
  4. dry with materialThe combined organic extracts are dried over sodium sulphate
  5. filtrationfiltered
  6. customevaporated to dryness

出典と根拠

ORDレコード
ord-ac5865e2dcdc4a608ac1c14297bbddea
出典データセット
uspto-grants-2015_09
特許番号
US09120793B2

反応ノート

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