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Ethanol → 2-Chloro-6-fluorobenzylideneaminooxyacetic Acid

HRID 905370
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반응식

HRID 905370 반응식
Cl[C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[CH:4]=O.C(O)C.[ClH:14].[C:15]([CH2:18][O:19][NH2:20])([OH:17])=[O:16].C(CON)(O)=O.C([O-])(=O)C.[Na+]>O>[Cl:14][CH:18]([O:19][N:20]=[CH:4][C:3]1[C:6]([F:10])=[CH:7][CH:8]=[CH:9][CH:2]=1)[C:15]([OH:17])=[O:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 702EthanolHCID 678472-Chloro-6-fluorobenzaldehydeHCID 517045Sodium AcetateHCID 2723609Aminooxyacetic acid hemihydrochloride

생성물 1

HCID 1317133292-Chloro-6-fluorobenzylideneaminooxyacetic Acid

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A warm solution of 2.0 gm. (0.013 mole) of 2-chloro-6-fluorobenzaldehyde in 40 ml. of ethanol was stirred into a warm solution of 1.4 gm. (0.013 equiv.) of carboxymethoxylamine hemihydrochloride and 0.6 gm. (0.007 mole) of anhyd. sodium acetate in 40 ml. of water. The mixture was heated a half-hour on the steam bath, and was then evaporated to dryness under reduced pressure to yield an oil, which was induced to crystallize by vigorous stirring. The solid material was triturated under water, removed by filtration, washed with water and dried in air to obtain 2.7 gm. (92.5%) of crude product melting from 95°-115° C. Recrystallization from n-heptaine/isopropyl alcohol gave 2.0 gm. of product melting at 116°-118° C.

후처리

  1. temperatureThe mixture was heated a half-hour on the steam bath
  2. customwas then evaporated to dryness under reduced pressure
  3. customto yield an oil, which
  4. customto crystallize by vigorous stirring
  5. customThe solid material was triturated under water
  6. customremoved by filtration
  7. washwashed with water
  8. customdried in air
  9. customto obtain 2.7 gm
  10. custommelting from 95°-115° C
  11. customRecrystallization from n-heptaine/isopropyl alcohol
  12. customgave 2.0 gm

출처 및 근거

ORD 기록
ord-355e24221fb747d4a80019e3eea9bb25
출처 데이터셋
uspto-grants-1983_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04423241

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