Ammonia → 7-Octenal

HRID 1980624

반응식

HRID 1980624 반응식
[CH:1](=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[CH2:8].N.[H][H].[CH2:13]([NH2:21])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH:19]=[CH2:20].[ClH:22]>[Ni].O.C(O)C>[ClH:22].[CH2:13]([NH2:21])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH:19]=[CH2:20].[CH:1](=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[CH2:8]

참가 물질

10

반응물 5

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 889477-Octenal3회HCID 12878169Oct-7-en-1-amine2회HCID 178418361HCID 178418361, 화합물

생성물 2

HCID 889477-OctenalHCID 20402326HCID 20402326, 화합물

시약·촉매·용매 3

HCID 935Nickel촉매HCID 702Ethanol용매HCID 962Water용매

반응 조건

온도
35 °C

실험 절차

A 100 ml autoclave with a magnetic stirrer was charged with 0.5 g of a Raney nickel catalyst (nickel content 53 weight %), 4 g of 7-octen-1-al, 20 g of ethanol, 4 g of water and 12 g of ammonia. Hydrogen was introduced into the autoclave at room temperature to 30 atmospheres. While maintaining the inside temperature at 35° C., the reaction was carried out with stirring. Approximately the theoretical amount of hydrogen was absorbed in 7 hours, when the reaction was stopped. The unreacted hydrogen and ammonia were released, and the liquid reaction mixture was analyzed by gas chromatography. It was revealed that the yield of 7-octenamine was 3.0 g (76% based on the charged 7-octen-1-al). As a byproduct, 0.4 g of the condensation product (Schiff base) of 7-octenamine with 7-octen-1-al was found and, when treated with diluted hydrochloric acid, yielded 7-octenamine hydrochloride and 7-octen-1-al; the 7 -octen-1-al forming the organic layer was separated and the aqueous layer was made basic with sodium hydroxide to give 0.2 g of 7-octenamine.

후처리

  1. customApproximately the theoretical amount of hydrogen was absorbed in 7 hours
  2. customthe liquid reaction mixture

출처 및 근거

ORD 기록
ord-aa584c4d0eb74a1b880906916d6b3ba5
출처 데이터셋
uspto-grants-1985_04
특허 번호
US04510331

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