2-Amino-3,5-dibromobenzaldehyde → HCID 178479018, 화합물

HRID 370838노트

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HRID 370838 반응식
[ClH:1].[Br:2][C@H:3]1[CH2:8][CH2:7][C@H:6]([NH2:9])[CH2:5][CH2:4]1.[NH2:10][C:11]1[C:18]([Br:19])=[CH:17][C:16]([Br:20])=[CH:15][C:12]=1[CH:13]=O.[H][H]>[Ni]>[ClH:1].[NH2:10][C:11]1[C:18]([Br:19])=[CH:17][C:16]([Br:20])=[CH:15][C:12]=1[CH2:13][NH:9][C@H:6]1[CH2:7][CH2:8][C@H:3]([Br:2])[CH2:4][CH2:5]1

참가 물질

5

반응물 3

HCID 6883052-Amino-3,5-dibromobenzaldehydeHCID 178418361HCID 178418361, 화합물HCID 178479247HCID 178479247, 화합물

생성물 1

HCID 178479018HCID 178479018, 화합물수율 75.3%

시약·촉매·용매 1

HCID 935Nickel촉매

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온도
35 °C

실험 절차

179 g of trans-1-bromo-4-aminocyclohexane hydrochloride and 279 g of 2-amino-3,5-dibromobenzaldehyde are put into a suitable flask. The temperature rises to 60° C. and the mixture is then cooled to 35° C., after which 250 ml of ethylic alcohol are added. The solution is transferred to a suitable, steel reactor for high-pressure hydrogenizing. 10 g of Nickel-Raney are added, the reactor vessel is closed and hydrogen gas is introduced at 1000 psi. The vessel is agitated at ambient temperature for 15 minutes. The contents of the vessel are poured out and the catalyst is filtered. The ether is evaporated under vacuum. The residue is dissolved in 300 ml of absolute ethylic alcohol followed by the addition of gaseous HCl. THe desired product crystallizes and is recrystallized using absolute ethylic alcohol. 300 g of product are obtained which has a melting point of 240°-245° C.

후처리

  1. customrises to 60° C.
  2. customthe reactor vessel is closed
  3. additionThe contents of the vessel are poured out
  4. filtrationthe catalyst is filtered
  5. customThe ether is evaporated under vacuum
  6. dissolutionThe residue is dissolved in 300 ml of absolute ethylic alcohol
  7. additionfollowed by the addition of gaseous HCl
  8. customTHe desired product crystallizes
  9. customis recrystallized

출처 및 근거

ORD 기록
ord-bd0b5aefd1fd4e04a33a3929a298629b
출처 데이터셋
uspto-grants-1985_07
특허 번호
US04528393

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