1-Pyrrolidineethanamine → (Z,E,E)-N-(2-pyrrolidinoethyl)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraenamide

HRID 26981노트

반응식

HRID 26981 반응식
[OH:1][CH2:2]/[C:3](/[CH2:13][CH2:14]/[CH:15]=[C:16](\[CH3:23])/[CH2:17][CH2:18][CH:19]=[C:20]([CH3:22])[CH3:21])=[CH:4]/[CH2:5][CH2:6]/[C:7](/[CH3:12])=[CH:8]\[C:9]([OH:11])=O.[NH2:24][CH2:25][CH2:26][N:27]1[CH2:31][CH2:30][CH2:29][CH2:28]1>CN(C)C=O>[N:27]1([CH2:26][CH2:25][NH:24][C:9](=[O:11])/[CH:8]=[C:7](/[CH3:12])\[CH2:6][CH2:5]/[CH:4]=[C:3](/[CH2:2][OH:1])\[CH2:13][CH2:14]/[CH:15]=[C:16](\[CH3:23])/[CH2:17][CH2:18][CH:19]=[C:20]([CH3:22])[CH3:21])[CH2:31][CH2:30][CH2:29][CH2:28]1

참가 물질

4

반응물 2

HCID 13441-PyrrolidineethanamineHCID 86736493(Z,E,E)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraenoic acid

생성물 1

HCID 20342984(Z,E,E)-N-(2-pyrrolidinoethyl)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraenamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Following the same manner as in Example 9, the reaction was conducted using 1.0 g of (E,Z,E), (E,E,E), (Z,Z,E) and (Z,E,E)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraenoic acid and 450 mg of 1-(2-aminoethyl)pyrrolidine in 6.0 ml of N,N-dimethylformamide and the reaction mixture was extracted with chloroform. The chloroform layer was washed with aqueous sodium hydrogencarbonate and extracted with dilute hydrochloric acid. The hydrochloric acid layer was neutralized with sodium hydrogencarbonate and extracted with chloroform. The chloroform layer was washed with water, dried and the solvent was distilled off. The residue was purified by a column chromatography using alumina (20 g) to afford 1.0 g of the end product.

후처리

  1. extractionthe reaction mixture was extracted with chloroform
  2. washThe chloroform layer was washed with aqueous sodium hydrogencarbonate
  3. extractionextracted with dilute hydrochloric acid
  4. extractionextracted with chloroform
  5. washThe chloroform layer was washed with water
  6. customdried
  7. distillationthe solvent was distilled off
  8. customThe residue was purified by a column chromatography

출처 및 근거

ORD 기록
ord-217a141ecb3e4944bb726b6304f5f4f7
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04151357

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