Chloromethyl Methyl Ether → 4-Bromo-2-methoxy-3-(methoxymethoxy)phenol

HRID 2171120ノート

反応式

HRID 2171120 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([O:9][CH3:10])[C:3]=1[OH:11].C(=O)([O-])[O-].[K+].[K+].[CH3:18][O:19][CH2:20]Cl>CC(C)=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([O:9][CH3:10])[C:3]=1[O:11][CH2:18][O:19][CH3:20]

参加物

5

反応物 3

HCID 7864Chloromethyl Methyl EtherHCID 11430Potassium CarbonateHCID 674653914-Bromo-2-methoxybenzene-1,3-diol

生成物 1

HCID 674654874-Bromo-2-methoxy-3-(methoxymethoxy)phenol収率 43.7%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a stirring solution of 4-bromo-2-methoxybenzene-1,3-diol (4.5 g, 20.54 mmol) in acetone (40 mL) at 0° C. was added potassium carbonate (2.83 g, 20.54 mmol) and methoxymethyl chloride (1.32 g, 17.39 mmol). The resultant reaction mixture was stirred at RT for 7 h. The reaction mixture was quenched with ice-cold water, the solid was filtered and the filtrate was concentrated under reduced pressure to leave a residue having the crude product. The crude product was purified by column chromatography (silica gel, 0-10% ethyl acetate in pet ether) to afford 4-Bromo-2-methoxy-3-(methoxymethoxy)phenol as a liquid (2 g, 37%).

後処理

  1. customThe resultant reaction mixture
  2. customThe reaction mixture was quenched with ice-cold water
  3. filtrationthe solid was filtered
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customto leave a residue
  6. customThe crude product was purified by column chromatography (silica gel, 0-10% ethyl acetate in pet ether)

出典と根拠

ORDレコード
ord-70c5848311664a1c9d2768cf5c83a726
出典データセット
uspto-grants-2015_06
特許番号
US09051290B2

反応ノート

読み込み中…