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

HRID 2049983ノート

反応式

HRID 2049983 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0fd6a828784f4962a002192508be0a25
出典データセット
uspto-grants-1980_04
特許番号
US04199519

反応ノート

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