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Triethylamine → 3-(4-chloro-phenyl)-N-methoxy-N-methyl-acrylamide

HRID 857005
ノート
印刷プレビュー

反応式

HRID 857005 の反応式
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8](O)=[O:9])=[CH:4][CH:3]=1.CCN=C=NCCC[N:21]([CH3:23])C.Cl.C(N(CC)CC)C.N[O:33][CH3:34].Cl>CN(C1C=CN=CC=1)C.C(Cl)Cl>[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8]([N:21]([O:33][CH3:34])[CH3:23])=[O:9])=[CH:4][CH:3]=1
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 153712-Propenoic acid, 3-(4-chlorophenyl)-HCID 521874O-Methylhydroxylamine hydrochlorideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

生成物 1

HCID 738515743-(4-chloro-phenyl)-N-methoxy-N-methyl-acrylamide収率 86.2%

試薬・触媒・溶媒 2

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
HCID 14284
4-(Dimethylamino)pyridine
触媒
HCID 6344Dichloromethane溶媒

実験手順

A mixture of 4-chlorocinnamic acid (18.3 g), EDAC.HCl (23 g), DMAP (12.2 g), triethylamine (28 mL), and NH2OMe.HCl (12 g) in CH2Cl2 (300 mL) was stirred at room temperature for 16 h. The reaction was quenched with water, and the organic layer was washed with brine, dried over MgSO4 and filtered. The filtrated was evaporated in vacuo, and the crude product was purified by silica gel flash chromatography eluting with 33% hexanes in ethyl acetate gave the title compound (19.5 g) as a solid.

後処理

  1. customThe reaction was quenched with water
  2. washthe organic layer was washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customThe filtrated was evaporated in vacuo
  6. customthe crude product was purified by silica gel flash chromatography
  7. washeluting with 33% hexanes in ethyl acetate

出典と根拠

ORDレコード
ord-282eac3c6f714a0fbd60893071680579
出典データセット
uspto-grants-2006_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07144881B2

反応ノート

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