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2,4-Dichlorophenol → HCID 682839、化合物

HRID 1754924
ノート
印刷プレビュー

反応式

HRID 1754924 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[OH:9].C([O-])([O-])=O.[K+].[K+].[CH2:16]([O:18][C:19](=[O:24])[C:20](Br)([CH3:22])[CH3:21])[CH3:17].[NH4+].[Cl-]>CN(C)C(=O)C.O>[CH2:16]([O:18][C:19](=[O:24])[C:20]([O:9][C:3]1[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=1[Cl:1])([CH3:22])[CH3:21])[CH3:17]
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 84492,4-DichlorophenolHCID 11430Potassium CarbonateHCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl esterHCID 25517Ammonium Chloride

生成物 1

HCID 682839HCID 682839、化合物収率 51%

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 31374
Dimethylacetamide
溶媒

反応条件

温度
110 °C

実験手順

2,4-Dichlorophenol (448 mg, 2.75 mmol) and K2CO3 (775 mg, 5.61 mmol) were continuously added to 2-bromo-2-methyl-propionic acid ethyl ester (800 mg, 4.10 mmol) in N,N-dimethylacetamide (4 ml) at room temperature. The mixture was stirred at 110° C. for 14 hours, and saturated NH4Cl and H2O were then added, followed by extraction with AcOEt (×2). The organic layers were combined and sequentially washed with H2O and saturated brine, and then dried over Na2SO4 and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane/AcOEt) to give 2-(2,4-dichloro-phenoxy)-2-methyl-propionic acid ethyl ester (389 mg, 50%).

後処理

  1. extractionfollowed by extraction with AcOEt (×2)
  2. washsequentially washed with H2O and saturated brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue was purified by silica gel column chromatography (n-hexane/AcOEt)

出典と根拠

ORDレコード
ord-e6abcb44f86642f7a5873078ac36543e
出典データセット
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09169254B2

反応ノート

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