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

HRID 2164530

反応式

HRID 2164530 の反応式
[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]

参加物

3

反応物 2

HCID 712FormaldehydeHCID 146291Dezinamide

生成物 1

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

反応条件

温度
65 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-18306cb0530b4e47bf7341870223ce28
出典データセット
uspto-grants-1985_03
特許番号
US04505907

関連ノート

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