Chloromethyl Methyl Ether → 5-Bromo-3-methoxy-2-(methoxymethoxy)benzaldehyde

HRID 1907375

反応式

HRID 1907375 の反応式
C(N(C(C)C)C(C)C)C.[CH3:10][O:11][CH2:12]Cl.[Br:14][C:15]1[CH:16]=[C:17]([O:24][CH3:25])[C:18]([OH:23])=[C:19]([CH:22]=1)[CH:20]=[O:21]>ClCCl>[Br:14][C:15]1[CH:16]=[C:17]([O:24][CH3:25])[C:18]([O:23][CH2:10][O:11][CH3:12])=[C:19]([CH:22]=1)[CH:20]=[O:21]

参加物

5

反応物 3

HCID 7864Chloromethyl Methyl EtherHCID 81531DiisopropylethylamineHCID 2622385-Bromo-2-hydroxy-3-methoxybenzaldehyde

生成物 1

HCID 115653225-Bromo-3-methoxy-2-(methoxymethoxy)benzaldehyde収率 106.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Ethyldiisopropylamine (3.01 ml, 17.1 mmol) and methoxymethylchloride (1.5 ml, 15.7 mmol) were added to a dichloromethane solution (30 ml) of 5-bromo-2-hydroxy-3-methoxybenzaldehyde (3.3 g, 14.3 mmol) under ice cooling, and the mixture was stirred at room temperature for 2 hours. The reaction solution was washed with water, dried over magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1→11:9). The purified product was concentrated to dryness under reduced pressure to obtain 5-bromo-3-methoxy-2-methoxymethoxybenzaldehyde (4.2 g) as light yellow solid.

後処理

  1. washThe reaction solution was washed with water
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1→11:9)
  5. concentrationThe purified product was concentrated to dryness under reduced pressure

出典と根拠

ORDレコード
ord-d9f9d641b30a4b4b934e7049a3b737e3
出典データセット
uspto-grants-2013_12
特許番号
US08598162B2

関連ノート

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