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Methyl Acrylate → Methyl 2-acetamido-5-chlorocinnamate

HRID 358843
ノート
印刷プレビュー

反応式

HRID 358843 の反応式
C(OCCO)C.[C:7]([NH:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1I)(=[O:9])[CH3:8].C([O-])(=O)C.[K+].[C:24]([O:28][CH3:29])(=[O:27])[CH:25]=[CH2:26]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O>[C:7]([NH:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1[CH:26]=[CH:25][C:24]([O:28][CH3:29])=[O:27])(=[O: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

8

反応物 4

HCID 7294Methyl AcrylateHCID 8076Glycol monoethyl etherHCID 517044Potassium AcetateHCID 15113903N-(4-chloro-2-iodophenyl)acetamide

生成物 1

HCID 54287744Methyl 2-acetamido-5-chlorocinnamate収率 74.1%

試薬・触媒・溶媒 3

HCID 11776Triphenylphosphine
触媒
HCID 167845palladium(II) acetate触媒
HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

To 100 ml of ethylene glycol monoethyl ether were added 10 g of 2-acetylamino-5-chloroiodobenzene, 3.96 g of anhydrous potassium acetate, 2.84 g of methyl acrylate, 5.8 mg of palladium acetate and 17.4 mg of triphenylphosphine. The resulting mixture was allowed to react at 130° C. for 8 hours under the stream of a nitrogen gas. The reaction solution was cooled to 50° C. and poured into 300 ml of water, and then a large amount of white crystal precipitated. This crystal was filtered off, washed with water and vacuum-dried to obtain 6.2 g of methyl 2-acetylamino-5-chlorocinnamate. The yield was 72.5%.

後処理

  1. customto react at 130° C. for 8 hours under the stream of a nitrogen gas
  2. customa large amount of white crystal precipitated
  3. filtrationThis crystal was filtered off
  4. washwashed with water
  5. customvacuum-dried

出典と根拠

ORDレコード
ord-cebbaeae27b945938b0c1f366dc5ecb3
出典データセット
uspto-grants-1991_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04997972

反応ノート

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