Formaldehyde → N-Hydroxymethyl-3-[3-(trifluoromethyl)phenoxy]-1-azetidinecarboxamide

HRID 2164530

반응식

HRID 2164530 반응식
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[C:5]([CH:14]=[CH:15][CH:16]=1)[O:6][CH:7]1[CH2:10][N:9]([C:11]([NH2:13])=[O:12])[CH2:8]1.[CH2:19]=[O:20]>>[OH:20][CH2:19][NH:13][C:11]([N:9]1[CH2:8][CH:7]([O:6][C:5]2[CH:14]=[CH:15][CH:16]=[C:3]([C:2]([F:1])([F:17])[F:18])[CH:4]=2)[CH2:10]1)=[O:12]

참가 물질

3

반응물 2

HCID 712FormaldehydeHCID 146291Dezinamide

생성물 1

HCID 13476972N-Hydroxymethyl-3-[3-(trifluoromethyl)phenoxy]-1-azetidinecarboxamide수율 30.5%

반응 조건

온도
65 °C

실험 절차

A mixture of 0.639 g (0.0024 mole) of 3-[3-(trifluoromethyl)phenoxy]-1-azetidinecarboxamide and 6 ml of 37% formaldehyde solution were heated on a water bath at 65° C. for 1 hr, at which time dissolution was complete. The solution was stirred at room temperature for approximately 60 hr. The reaction mixture was divided into two 15 ml centrifuge tubes each extracted three times with ether. The combined extracts were dried over magnesium sulfate, decolorized with charcoal and evaporated to dryness. The residue weighing about 1.5 g was dissolved in ether, washed 5 times with 3 ml of water each time. The ether layer was again dried over magnesium sulfate and evaporated to dryness. The residue was triturated with hexane and ether to give 0.213 g (30.5%) of white powder, m.p. 113°-115° C.

후처리

  1. extractioneach extracted three times with ether
  2. dry with materialThe combined extracts were dried over magnesium sulfate
  3. customevaporated to dryness
  4. dissolutionwas dissolved in ether
  5. washwashed 5 times with 3 ml of water each time
  6. dry with materialThe ether layer was again dried over magnesium sulfate
  7. customevaporated to dryness
  8. customThe residue was triturated with hexane and ether

출처 및 근거

ORD 기록
ord-18306cb0530b4e47bf7341870223ce28
출처 데이터셋
uspto-grants-1985_03
특허 번호
US04505907

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