Chloromethyl Methyl Ether → Ethyl 2-methoxymethoxy-6-methylbenzoic acid

HRID 723509ノート

反応式

HRID 723509 の反応式
[CH2:1]([C:3]1[C:4]([OH:13])=[C:5]([C:9]([CH3:12])=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7])[CH3:2].C(N(C(C)C)CC)(C)C.[CH3:23][O:24][CH2:25]Cl>ClCCl>[CH2:1]([C:3]1[C:4]([O:13][CH2:23][O:24][CH3:25])=[C:5]([C:9]([CH3:12])=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7])[CH3:2]

参加物

5

反応物 3

HCID 7864Chloromethyl Methyl Ether2 回HCID 302342,6-Cresotic acid, 3-ethyl-HCID 81531Diisopropylethylamine

生成物 1

HCID 21873652Ethyl 2-methoxymethoxy-6-methylbenzoic acid収率 111.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of ethyl 2-hydroxy-6-methylbenzoic acid (4.56 g, 25.3 mmol) and diisopropylethylamine (13.2 mL, 76 mmol) in dry dichloromethane (30 mL) was cooled in an ice-bath. Chloromethyl methyl ether (3.83 mL, 50.6 mmol) was added slowly and the mixture was allowed to stand at 0° C., warming slowly to room temperature. After 36 hours a further portion of chloromethyl methyl ether (1.9 mL) was added and the mixture was left at room temperature overnight. The mixture was then washed with 10% citric acid, water and brine, dried and evaporated to give the title compound (6.34 g, 100%).

後処理

  1. customto stand at 0° C.
  2. washThe mixture was then washed with 10% citric acid, water and brine
  3. customdried
  4. customevaporated

出典と根拠

ORDレコード
ord-a99e627ffcbb4091b96a5a7985d13bef
出典データセット
uspto-grants-2006_11
特許番号
US07141564B2

反応ノート

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