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4-Chloro-3-methylphenol → Methyl (4-chloro-3-methylphenoxy)[p-(p-chlorophenoxy)phenyl]acetate

HRID 1704060
ノート
印刷プレビュー

反応式

HRID 1704060 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[CH3:9].C[O-].[Na+].[I-].[K+].Br[CH:16]([C:21]1[CH:26]=[CH:25][C:24]([O:27][C:28]2[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][CH:29]=2)=[CH:23][CH:22]=1)[C:17]([O:19][CH3:20])=[O:18]>CO.C1C=CC=CC=1.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH:16]([C:21]2[CH:26]=[CH:25][C:24]([O:27][C:28]3[CH:29]=[CH:30][C:31]([Cl:34])=[CH:32][CH:33]=3)=[CH:23][CH:22]=2)[C:17]([O:19][CH3:20])=[O:18])=[CH:4][C:3]=1[CH3:9]
参加物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 17324-Chloro-3-methylphenolHCID 4875Potassium IodideHCID 10942334Sodium MethoxideHCID 20392594Methyl alpha-Bromo-alpha-[p-(p-chlorophenoxy)phenyl]acetate

生成物 1

HCID 12531906Methyl (4-chloro-3-methylphenoxy)[p-(p-chlorophenoxy)phenyl]acetate

試薬・触媒・溶媒 3

HCID 241
Benzene
溶媒
HCID 887Methanol溶媒
HCID 962Water溶媒

実験手順

To a solution of 3.565 g of 4-chloro-3-methylphenol, 1.188 g of sodium methoxide and 50 mg of potassium iodide in 40 ml of methanol is added 7.11 g of methyl α-bromo-α-[p-(p-chlorophenoxy)phenyl]acetate in 10 ml of benzene. The mixture is refluxed overnight and poured into 100 ml of water. The mixture is extracted with `× 75 ml of ether and the combined extracts are washed with 50 ml of 5% NaOH, 50 ml of water, 50 ml of saturated brine and dried (MgSO4). Evaporation of the solvent yields a yellow oil. Chromatography on 100 g of silica gel yields a colorless oil.

後処理

  1. temperatureThe mixture is refluxed overnight
  2. extractionThe mixture is extracted with `× 75 ml of ether
  3. washthe combined extracts are washed with 50 ml of 5% NaOH, 50 ml of water, 50 ml of saturated brine
  4. dry with materialdried (MgSO4)
  5. customEvaporation of the solvent
  6. customyields a yellow oil
  7. customChromatography on 100 g of silica gel yields a colorless oil

出典と根拠

ORDレコード
ord-38979572ceae4c1baa34e3a38de7c82d
出典データセット
uspto-grants-1978_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04125729

反応ノート

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