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Acetic Acid → 2,5-Dimethyl-3-nitrobenzaldehyde

HRID 326114
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HRID 326114 반응식
[CH3:1][C:2]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][C:7]([CH3:13])=[CH:6][C:3]=1[CH2:4]Cl.C(O)(=[O:16])C.C1N2CN3CN(C2)CN1C3.Cl>O>[CH3:1][C:2]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][C:7]([CH3:13])=[CH:6][C:3]=1[CH:4]=[O:16]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 4101HexamethylenetetramineHCID 156185981-(Chloromethyl)-2,5-dimethyl-3-nitrobenzene

생성물 1

HCID 128316812,5-Dimethyl-3-nitrobenzaldehyde수율 53%

시약·촉매·용매 1

HCID 962Water용매

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온도
0 °C

실험 절차

The mixture constituted by 2,5-dimethyl-3-nitrobenzyl-chloride (A) prepared according to M. J. Winchester and F. D. Popp, J. Het. Chem. 12, p. 547 (1975) (610 g), acetic acid (1280 ml, water (1280 ml) and hexamethylene tetramine (855 g) was heated with reflux under stirring for 2 hours. 1037 ml of concentrated hydrochloric acid were then added in 10 minutes and the mixture was again heated with reflux for 20 minutes. This mixture, cooled to 0° C., gave a solid which was filtered off, dried and recrystallised from cyclohexane (4 liters) to give 290.5 g (53%) of yellow needles corresponding to the aldehyde of formula B, melting point: =90°-93° C.

후처리

  1. customprepared
  2. temperaturewith reflux
  3. temperaturethe mixture was again heated
  4. temperaturewith reflux for 20 minutes
  5. customgave a solid which
  6. filtrationwas filtered off
  7. customdried
  8. customrecrystallised from cyclohexane (4 liters)

출처 및 근거

ORD 기록
ord-7f8498d797f44493bd30385ca08012a2
출처 데이터셋
uspto-grants-1984_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04444776

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