Phenyltrimethylammonium bromide dibromide → 2-Bromo-1-[3-tert-butyl-5-(2-methoxy-1-methoxymethylethoxy)phenyl]ethanone

HRID 1524538

反応式

HRID 1524538 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([C:19](=[O:21])[CH3:20])[CH:8]=[C:9]([O:11][CH:12]([CH2:16][O:17][CH3:18])[CH2:13][O:14][CH3:15])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[Br-:22].[Br-].[Br-].C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1>CO.C1COCC1.C(Cl)Cl>[Br:22][CH2:20][C:19]([C:7]1[CH:8]=[C:9]([O:11][CH:12]([CH2:16][O:17][CH3:18])[CH2:13][O:14][CH3:15])[CH:10]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[CH:6]=1)=[O:21]

参加物

5

反応物 2

HCID 17977687Phenyltrimethylammonium bromide dibromideHCID 580458731-[3-tert-Butyl-5-(2-methoxy-1-methoxymethylethoxy)phenyl]ethanone

生成物 1

HCID 580457762-Bromo-1-[3-tert-butyl-5-(2-methoxy-1-methoxymethylethoxy)phenyl]ethanone収率 74%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 21899815MeOH tetrahydrofuran溶媒

実験手順

1-[3-tert-Butyl-5-(2-methoxy-1-methoxymethylethoxy)phenyl]ethanone (O2.072; 1.64 g) was dissolved in methanol/THF (30/30 ml) and admixed while stirring with phenyltrimethylammonium tribromide (2.09 g). The mixture was stirred at RT for 1 h, then diluted with DCM and washed once with 5% sodium thiosulfate solution. The DCM phase was dried over magnesium sulfate, filtered and concentrated. The residue was purified using silica gel (80 g cartridge, n-heptane/MtB ether gradient of 0-30% within 60 min). 890 mg of the title compound were obtained.

後処理

  1. washwashed once with 5% sodium thiosulfate solution
  2. dry with materialThe DCM phase was dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified
  6. customsilica gel (80 g cartridge, n-heptane/MtB ether gradient of 0-30% within 60 min)

出典と根拠

ORDレコード
ord-cee128761f684335b759e6aece9612fd
出典データセット
uspto-grants-2015_07
特許番号
US09079906B2

関連ノート

読み込み中…