Benzylamine → Benzoic acid, 6-amino-2,3,4-trifluoro-, methyl ester (9CI)

HRID 1654489노트

반응식

HRID 1654489 반응식
[F:1][C:2]1[C:11]([F:12])=[C:10]([F:13])[CH:9]=[C:8](F)[C:3]=1[C:4]([O:6][CH3:7])=[O:5].C([NH2:22])C1C=CC=CC=1>C1C=CC=CC=1>[NH2:22][C:8]1[C:3]([C:4]([O:6][CH3:7])=[O:5])=[C:2]([F:1])[C:11]([F:12])=[C:10]([F:13])[CH:9]=1

참가 물질

4

반응물 2

HCID 7504BenzylamineHCID 20078034Methyl 2,3,4,6-tetrafluorobenzoate

생성물 1

HCID 20077977Benzoic acid, 6-amino-2,3,4-trifluoro-, methyl ester (9CI)

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

60 g of methyl 2,3,4,6-tetrafluorobenzoate and 70 g of benzylamine were reacted under reflux for 1 hour in 400 ml of benzene. After the reaction mixture was allowed to cool down, it was washed successively with water, 1% hydrochloric acid and 1% aq. sodium carbonate, each in the amount of 600 ml. The reaction mixture was treated with anhydrous magnesium sulfate and then concentrated. Crystals thus precipitated were collected by filtration and thereafter washed with methanol. 30 g of the crystals and about 2 ml of palladium/carbon were added to a liquid mixture which consisted of 100 ml of acetic acid and 200 ml of methanol. The resultant mixture was hydrogenated for 1.5 hours. The catalyst was filtered off and the filtrate was concentrated, whereby methyl 6-amino-2,3,4-trifluorobenzoate was obtained as a crystalline residue.

후처리

  1. temperatureto cool down
  2. washit was washed successively with water, 1% hydrochloric acid and 1% aq. sodium carbonate
  3. additionThe reaction mixture was treated with anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customCrystals thus precipitated
  6. filtrationwere collected by filtration
  7. washwashed with methanol
  8. addition30 g of the crystals and about 2 ml of palladium/carbon were added to a liquid mixture which
  9. filtrationThe catalyst was filtered off
  10. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-f2ec28d3a98b4caa8f6ab3ecdc9eb325
출처 데이터셋
uspto-grants-1995_04
특허 번호
US05407932

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