Sodium hydride → 1-Bromo-4-methoxy-2-(methoxymethoxy)benzene

HRID 650767ノート

反応式

HRID 650767 の反応式
[H-].[Na+].[Br:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:5]=1[OH:12].[CH3:13][O:14][CH2:15]Br>CN(C=O)C>[Br:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:5]=1[O:12][CH2:13][O:14][CH3:15]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 83093Bromomethyl methyl etherHCID 134938392-Bromo-5-methoxyphenol

生成物 1

HCID 148270371-Bromo-4-methoxy-2-(methoxymethoxy)benzene収率 92,410.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a suspension of NaH (2.5 g, 0.06 mol) in dry DMF (100 mL) at 0° C. was added solution of 1-bromo-2-hydroxy-4-methoxybenzene (10.6 g, 0.05 mol). After stirring at 0° C. for 30 min. bromomethyl methyl ether (7.8 g, 0.06 mmol) were dropwise added. The mixture was warmed to room temperature over 20 min. and then stirred for 2 h, it was then quenched cautiously by the addition of cold dilute HCl and extracted with EtOAc. The EtOAc extract was washed successively with; H2O, 5% aqueous NaHCO3, H2O and finally brine. After drying (MgSO4) filtration and evaporation gave liquid. The product was purified by distillation (85° C., 0.2 mm Hg) to give the title compound as a colorless oil (13.7 g, 97%).

後処理

  1. additionwere dropwise added
  2. customit was then quenched cautiously by the addition of cold dilute HCl
  3. extractionextracted with EtOAc
  4. extractionThe EtOAc extract
  5. washwas washed successively with
  6. customAfter drying
  7. filtration(MgSO4) filtration and evaporation
  8. customgave liquid
  9. distillationThe product was purified by distillation (85° C., 0.2 mm Hg)

出典と根拠

ORDレコード
ord-21167d78d4bf4bf095806e369ec47ac2
出典データセット
uspto-grants-2001_08
特許番号
US06274737B1

反応ノート

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