Chloromethyl Methyl Ether → 1-Bromo-3,5-di-tert-butyl-2-(methoxymethoxy)benzene

HRID 22996ノート

反応式

HRID 22996 の反応式
[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[C:7]([Br:15])[C:6]=1[OH:16])([CH3:4])([CH3:3])[CH3:2].[H-].[Na+].[CH3:19][O:20][CH2:21]Cl.Cl.C(OCC)C>CN(C=O)C>[Br:15][C:7]1[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[C:6]=1[O:16][CH2:19][O:20][CH3:21]

参加物

6

反応物 4

HCID 7864Chloromethyl Methyl EtherHCID 24758Sodium hydrideHCID 5198222-Bromo-4,6-di-tert-butylphenolHCID 10953452Ether hydrochloride

生成物 1

HCID 225926381-Bromo-3,5-di-tert-butyl-2-(methoxymethoxy)benzene

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
7.5 °C

実験手順

40.00 g (140.2 mmol) of 2,4-di-tert-butyl-6-bromophenol and 400 ml of DMF are introduced into a one liter three-necked flask. The solution obtained is cooled to 5-10° C., 4.70 g of sodium hydride are added and the mixture is stirred at 10° C. for 30 minutes. 11.7 ml (154.0 mmol) of chloromethyl methyl ether are then added dropwise and the reaction mixture is stirred for one hour at room temperature. The reaction mixture is poured into a 1N HCl/ethyl ether mixture and extracted with ethyl ether and the organic phase is separated by settling, dried over magnesium sulphate and evaporated. 46.00 g (130%) of the expected compound are collected in the form of an orange oil.

後処理

  1. customThe solution obtained
  2. stirringthe reaction mixture is stirred for one hour at room temperature
  3. extractionextracted with ethyl ether
  4. customthe organic phase is separated
  5. dry with materialdried over magnesium sulphate
  6. customevaporated
  7. custom46.00 g (130%) of the expected compound are collected in the form of an orange oil

出典と根拠

ORDレコード
ord-fb17e6201ae24177862d7baad47c5a19
出典データセット
uspto-grants-2005_02
特許番号
US06849658B2

反応ノート

読み込み中…