Benzene → Trans-N-[3-(4-fluorophenyl)-2-propenyl]-(1-naphthylmethyl)amine

HRID 893991노트

반응식

HRID 893991 반응식
[NH2:1][CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=1.[F:13][C:14]1[CH:23]=[CH:22][C:17]([CH:18]=[CH:19][CH:20]=O)=[CH:16][CH:15]=1.C1C=CC=CC=1>O>[F:13][C:14]1[CH:23]=[CH:22][C:17](/[CH:18]=[CH:19]/[CH2:20][NH:1][CH2:2][C:3]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH:6]=[CH:5][CH:4]=2)=[CH:16][CH:15]=1

참가 물질

5

반응물 3

HCID 241BenzeneHCID 83551-NaphthalenemethanamineHCID 533843793-(4-Fluorophenyl)-2-propenal

생성물 1

HCID 21162633Trans-N-[3-(4-fluorophenyl)-2-propenyl]-(1-naphthylmethyl)amine

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

A mixture of 10 g of 1-aminomethylnaphthalene, 9.55 g of p-fluorocinnamaldehyde and 150 ml of benzene is heated in a reaction vessel equipped with a water separator, at reflux, until the theoretical amount of water has been separated. The mixture is cooled and evaporated to dryness. 5.78 g of the resulting Schiff's base in 60 ml of methanol, after warming to 50°, is mixed, with vigorous stirring, with 1.51 g of solid NaBH4, portionwise, and the mixture is refluxed for 20 minutes. The resulting mixture may be used as such in the next stage. The title compound can be isolated as an oil, however, by evaporation and dividing the residue between aqueous NaHCO3 solution and chloroform, drying the organic phase and evaporation.

후처리

  1. temperatureis heated in a reaction vessel
  2. customhas been separated
  3. temperatureThe mixture is cooled
  4. customevaporated to dryness
  5. temperature5.78 g of the resulting Schiff's base in 60 ml of methanol, after warming to 50°
  6. additionis mixed, with vigorous stirring, with 1.51 g of solid NaBH4
  7. temperatureportionwise, and the mixture is refluxed for 20 minutes

출처 및 근거

ORD 기록
ord-e62a19f358374655bd4bc8e37ba8132b
출처 데이터셋
uspto-grants-1981_08
특허 번호
US04282251

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