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Triethylamine → HCID 69551777、化合物

HRID 1833268
ノート
印刷プレビュー

反応式

HRID 1833268 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:10][C:11](O)=[O:12])[CH:6]=[C:7]([CH3:9])[CH:8]=1.[CH2:14]([O:16][C:17](=[O:31])[CH:18]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[C:23]([O:29][CH3:30])[CH:22]=1)[CH2:19][NH2:20])[CH3:15].C(N(CC)CC)C.Cl.CN(C)CCCN=C=NCC>C(Cl)Cl.C(OCC)(=O)C>[CH2:14]([O:16][C:17](=[O:31])[CH:18]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[C:23]([O:29][CH3:30])[CH:22]=1)[CH2:19][NH:20][C:11](=[O:12])[CH2:10][C:5]1[CH:6]=[C:7]([CH3:9])[CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1)[CH3:15]
参加物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 8471TriethylamineHCID 39879Acetic acid, 5-methoxy-m-tolyl-HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 12814098Ethyl 3-amino-2-(3,4-dimethoxyphenyl)propanoate

生成物 1

HCID 69551777HCID 69551777、化合物収率 67%

試薬・触媒・溶媒 2

HCID 6344
Dichloromethane
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

A solution of (3-methoxy-5-methyl-phenyl)-acetic acid (512.8 mg, 2.84 mmol), 3-amino-2-(3,4-dimethoxy-phenyl)-propionic acid ethyl ester (825 mg, 2.84 mmol), and triethylamine (912 uL, 6.54 mmol) in dry methylene chloride (25 mL) was chilled in an ice bath under argon. 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (573 mg, 2.98 mmol) was added in one portion and the mixture stirred at room temperature for 72 hrs. The reaction mixture was poured into ethyl acetate (100 mL) and extracted with 2.5% aqueous potassium bisulfate (3×20 mL), 5% aqueous sodium bicarbonate (3×20 mL), and saturated aqueous sodium chloride (20 mL). The organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo to afford 2-(3,4-dimethoxy-phenyl)-3-[2-(3-methoxy-5-methyl-phenyl)-acetylamino]-propionic acid ethyl ester as a light tan foam (0.79 g, 67%). This material was used without further purification: 1H NMR (300 MHz) compatible.

後処理

  1. extractionextracted with 2.5% aqueous potassium bisulfate (3×20 mL), 5% aqueous sodium bicarbonate (3×20 mL), and saturated aqueous sodium chloride (20 mL)
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-0f99eb22943b4c5d9e6ce7bd186ecc66
出典データセット
uspto-grants-2006_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07067529B2

反応ノート

読み込み中…

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