Triethylamine → Ethyl O-Mesitylsulfonylacetohydroxamate

HRID 2272823노트

반응식

HRID 2272823 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 6282444Ethyl O-Mesitylsulfonylacetohydroxamate수율 64.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ac5865e2dcdc4a608ac1c14297bbddea
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09120793B2

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