Triethylamine → HCID 13932886、化合物

HRID 256151

反応式

HRID 256151 の反応式
Cl.[CH3:2][O:3][C:4](=[O:10])[C@@H:5]1[CH2:9][CH2:8][CH2:7][NH:6]1.[O:11]([CH2:18][CH2:19][C:20](O)=[O:21])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(N(CC)CC)C.CCN=C=NCCCN(C)C.Cl>C(Cl)Cl>[CH3:2][O:3][C:4](=[O:10])[C@@H:5]1[CH2:9][CH2:8][CH2:7][N:6]1[C:20](=[O:21])[CH2:19][CH2:18][O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 815963-Phenoxypropionic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2733200methyl L-prolinate hydrochloride

生成物 1

HCID 13932886HCID 13932886、化合物収率 65.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Proline methyl ester hydrochloride (3.4 g), 3-phenoxypropionic acid (3.4 g) and triethylamine (2.8 ml) were suspended in dry methylene chloride (30 ml). To the cooled suspension, WSCD HCl (N-ethyl-N',N'-dimethylaminopropyl-carbodiimide hydrochloride) (3.9 g) was added. Under cooling, the mixture was stirred for 1 hour, and after allowing the mixture to warm to room temperature, it was again stirred for 18 horus. The stirred mixture was washed successively with water, 1N HCl, water, saturated aqueous sodium bicarbonate and brine. After drying over anhydrous magnesium sulfate, the solvent was distilled off under vacuum. The resulting crude product was purified by medium-pressure liquid column chromatography on silica gel (solvent: chloroform) to obtain the end compound as an oil (3.7 g).

後処理

  1. temperatureUnder cooling
  2. stirringit was again stirred for 18 horus
  3. washThe stirred mixture was washed successively with water, 1N HCl, water, saturated aqueous sodium bicarbonate and brine
  4. dry with materialAfter drying over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under vacuum
  6. customThe resulting crude product was purified by medium-pressure liquid column chromatography on silica gel (solvent: chloroform)

出典と根拠

ORDレコード
ord-808e90378d7b40a881a80eac832fb315
出典データセット
uspto-grants-1987_10
特許番号
US04701465

関連ノート

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