2-Amino-3,5-dibromobenzaldehyde → HCID 178479018、化合物

HRID 370838ノート

反応式

HRID 370838 の反応式
[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

参加物

5

反応物 3

HCID 6883052-Amino-3,5-dibromobenzaldehydeHCID 178418361HCID 178418361、化合物HCID 178479247HCID 178479247、化合物

生成物 1

HCID 178479018HCID 178479018、化合物収率 75.3%

試薬・触媒・溶媒 1

HCID 935Nickel触媒

反応条件

温度
35 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-bd0b5aefd1fd4e04a33a3929a298629b
出典データセット
uspto-grants-1985_07
特許番号
US04528393

反応ノート

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