3-Bromo-2-hydroxy-6-methoxybenzoic acid → 1-Bromo-4-methoxy-2-(methoxymethoxy)benzene

HRID 862347ノート

反応式

HRID 862347 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[OH:10].BrC1C(O)=C([C:18]([O:21][CH3:22])=CC=1)C(O)=O>N1C2C(=CC=CC=2)C=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[O:10][CH2:18][O:21][CH3:22]

参加物

4

反応物 2

HCID 134938383-Bromo-2-hydroxy-6-methoxybenzoic acidHCID 134938392-Bromo-5-methoxyphenol

生成物 1

HCID 148270371-Bromo-4-methoxy-2-(methoxymethoxy)benzene

試薬・触媒・溶媒 1

HCID 7047Quinoline溶媒

実験手順

1-Bromo-2-hydroxy-4-methoxybenzene. 3-Bromo-2-hydroxy-6-methoxybenzoic acid [T. de Paulis et. al., J. Med. Chem., (1985), 28, 1263-1269] (5 g, 0.02 mol) was heated in quinoline (200 mL) at 160° C. for 1 h. On cooling, the product was partitioned between Et2O and 3M HCl. The organic extract was washed with water and brine then dried (MgSO4), filtered and evaporated to give the title compound which was recrystallized from 5% ethyl acetate/hexane (4 g, 97%); m.p. 40°-42° C. Anal. Calc. for C7H7BrO2 : C, 41.41; H, 3.48. Found C, 41.39; H, 3.37.

後処理

  1. temperatureOn cooling
  2. customthe product was partitioned between Et2O and 3M HCl
  3. extractionThe organic extract
  4. washwas washed with water and brine
  5. dry with materialthen dried (MgSO4)
  6. filtrationfiltered
  7. customevaporated

出典と根拠

ORDレコード
ord-b229ba1c7cc745c7a538fe83f9726d27
出典データセット
uspto-grants-1998_02
特許番号
US05716984

反応ノート

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