Dimethoxymethane → 2-Bromo-4-fluoro-1-(methoxymethoxy)benzene

HRID 2069897ノート

反応式

HRID 2069897 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[OH:9].[CH3:10][O:11][CH2:12]OC.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[OH-].[Na+]>ClCCl>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[O:9][CH2:10][O:11][CH3:12]

参加物

6

反応物 4

HCID 8020DimethoxymethaneHCID 14798Sodium HydroxideHCID 14812Phosphorus oxide (P4O10)HCID 6054722-Bromo-4-fluorophenol

生成物 1

HCID 220325852-Bromo-4-fluoro-1-(methoxymethoxy)benzene収率 98.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2-Bromo-4-fluorophenol (25.0 g, 0.13 mol) was dissolved in dry dichloromethane (100 mL) and dimethoxymethane (115 mL, 1.30 mol). Phosphorus pentoxide (110.8 g, 0.39 mol) was added portion-wise to the solution such that the reaction temperature remained below 40° C. The mixture was stirred vigorously at room temperature for 2 hours and then carefully poured into 1N aqueous NaOH (50 mL). The organic layer was separated, washed with water and then brine, dried over anhydrous MgSO4, filtered and concentrated to give 2-bromo-4-fluoro-1-methoxymethoxy-benzene (30.1 g) as a colorless oil.

後処理

  1. customremained below 40° C
  2. customThe organic layer was separated
  3. washwashed with water
  4. dry with materialbrine, dried over anhydrous MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-cc77edee348a474ca5c1249fa0e29a5d
出典データセット
uspto-grants-2012_10
特許番号
US08299110B2

反応ノート

読み込み中…