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Hydrochloric Acid → N-Methyl-N-[2-(5-chloro-2,3-dihydro-2-oxo-3-phenyl-3-benzofuranyl)acetyl]leucine

HRID 476575
ノート
印刷プレビュー

反応式

HRID 476575 の反応式
[OH-].[Na+].[CH3:3][NH:4][C@H:5]([C:10]([OH:12])=[O:11])[CH2:6][CH:7]([CH3:9])[CH3:8].[Cl:13][C:14]1[CH:15]=[CH:16][C:17]2[O:21][C:20](=[O:22])[C:19]([CH2:29][C:30](Cl)=[O:31])([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:18]=2[CH:33]=1.Cl>O.O1CCCC1>[CH3:3][N:4]([C:30](=[O:31])[CH2:29][C:19]1([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:18]2[CH:33]=[C:14]([Cl:13])[CH:15]=[CH:16][C:17]=2[O:21][C:20]1=[O:22])[C@H:5]([C:10]([OH:12])=[O:11])[CH2:6][CH:7]([CH3:9])[CH3:8]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2 回HCID 2777993N-MethylleucineHCID 143034982-(5-Chloro-2,3-dihydro-2-oxo-3-phenyl-3-benzofuranyl)acetyl chloride

生成物 1

HCID 54373910N-Methyl-N-[2-(5-chloro-2,3-dihydro-2-oxo-3-phenyl-3-benzofuranyl)acetyl]leucine

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
2 回
HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
5 °C

実験手順

0.9 g of sodium hydroxide is added to a solution of 3 g of N-methylleucine in 70 ml of water and 40 ml of tetrahydrofuran. The medium is then cooled to 5° C. and a solution of 7.3 g of 2-(5-chloro-2,3-dihydro-2-oxo-3-phenyl-3-benzofuranyl)acetyl chloride in 50 ml of tetrahydrofuran and a solution of 0.9 g of sodium hydroxide in 22.7 ml of water are then added simultaneously in small portions so as to maintain the pH at 12. The mixture is stirred for 3 hours at room temperature and 22.7 ml of N hydrochloric acid are added. The medium is concentrated and the precipitate obtained is filtered off and dissolved hot in an ethanol/methanol (50:50) mixture. The solution is filtered and the filtrate evaporated. A crystalline product is obtained.

後処理

  1. temperatureto maintain the pH at 12
  2. concentrationThe medium is concentrated
  3. customthe precipitate obtained
  4. filtrationis filtered off
  5. dissolutiondissolved hot in an ethanol/methanol (50:50) mixture
  6. filtrationThe solution is filtered
  7. customthe filtrate evaporated
  8. customA crystalline product is obtained

出典と根拠

ORDレコード
ord-12927ed5c2344696bf9d6c183ec449d6
出典データセット
uspto-grants-1989_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04885299

反応ノート

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