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N,N-Diethylaniline → 3-(2-Heptyloxycarbonyl)-2,6-dimethyl-5-(3-methyl-2-butenyloxycarbonyl)-4-(3,4,5-trimethoxyphenyl)-3,4-dihydropyrimidine

HRID 2119166
ノート
印刷プレビュー

反応式

HRID 2119166 の反応式
C(N(CC)CC)C.[CH3:8][CH:9]1[N:14]=[C:13]([C:15]2[CH:20]=[C:19]([O:21][CH3:22])[C:18]([O:23][CH3:24])=[C:17]([O:25][CH3:26])[CH:16]=2)[C:12]([C:27]([O:29][CH2:30][CH:31]=[C:32]([CH3:34])[CH3:33])=[O:28])=[C:11]([CH3:35])[NH:10]1.C(N(CC)C1C=CC=CC=1)C.C(O)C#CCCCC.[Cl:55][C:56]([O:58][CH:59]([CH2:61][CH2:62][CH2:63][CH2:64][CH3:65])[CH3:60])=[O:57]>O1CCCC1.ClC(OC(Cl)(Cl)Cl)=O>[Cl:55][C:56]([O:58][CH:59]([CH2:61][CH2:62][CH2:63][CH2:64][CH3:65])[CH3:60])=[O:57].[CH3:60][CH:59]([O:58][C:56]([N:14]1[CH:13]([C:15]2[CH:16]=[C:17]([O:25][CH3:26])[C:18]([O:23][CH3:24])=[C:19]([O:21][CH3:22])[CH:20]=2)[C:12]([C:27]([O:29][CH2:30][CH:31]=[C:32]([CH3:34])[CH3:33])=[O:28])=[C:11]([CH3:35])[N:10]=[C:9]1[CH3:8])=[O:57])[CH2:61][CH2:62][CH2:63][CH2:64][CH3:65]
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 5

HCID 7061N,N-DiethylanilineHCID 8471TriethylamineHCID 5351112-Heptyn-1-olHCID 201911132,6-Dimethyl-5-(3-methyl-2-butenyloxycarbonyl)-4-(3,4,5-trimethoxyphenyl)-dihydropyrimidineHCID 214878432-Heptyl chloroformate

生成物 2

HCID 214878432-Heptyl chloroformate
HCID 54016747
3-(2-Heptyloxycarbonyl)-2,6-dimethyl-5-(3-methyl-2-butenyloxycarbonyl)-4-(3,4,5-trimethoxyphenyl)-3,4-dihydropyrimidine
収率 69%

試薬・触媒・溶媒 2

HCID 10426Diphosgene触媒HCID 8028Tetrahydrofuran溶媒4 回

実験手順

0.5 ml of Triethylamine was added to a solution of 200 mg of 2,6-dimethyl-5-(3-methyl-2-butenyloxycarbonyl)-4-(3,4,5-trimethoxyphenyl)-dihydropyrimidine in 5 ml of tetrahydrofuran (THF) and 2-heptyl chloroformate dissolved in 6 ml of THF was added dropwise. The 2-heptyl chloroformate was prepared by adding 0.25 ml of N,N-diethylaniline dissolved in 2 ml of THF to a solution of 0.15 g of 2-heptyn-1-ol and 0.1 mg of trichloromethyl chloroformate in 4 ml of THF in a separate reaction vessel. After stirring at room temperature for 1 hr, the reaction mixture was concentrated under reduced pressure. The residue was purified on silica gel by column chromatography (silica gel 20 g, eluant:benzene/ethyl acetate 9:1) to obtain 187 mg (69% yield) of title product.

後処理

  1. additionwas added dropwise
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. customThe residue was purified on silica gel by column chromatography (silica gel 20 g, eluant:benzene/ethyl acetate 9:1)

出典と根拠

ORDレコード
ord-c37654dacc504cea930d348b925596f8
出典データセット
uspto-grants-1987_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04683234

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート