Water → Methyl 2-methoxy-5-phenylthiazole-4-carboxylate

HRID 1154754

反応式

HRID 1154754 の反応式
Cl[C:2]1[S:3][C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:5]([C:7]([O:9][CH3:10])=[O:8])[N:6]=1.[CH3:17][O-:18].[Na+].O>CO>[CH3:17][O:18][C:2]1[S:3][C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:5]([C:7]([O:9][CH3:10])=[O:8])[N:6]=1

参加物

5

反応物 3

HCID 962WaterHCID 10942334Sodium MethoxideHCID 12821997Methyl 2-chloro-5-phenyl-4-thiazolecarboxylate

生成物 1

HCID 12821998Methyl 2-methoxy-5-phenylthiazole-4-carboxylate収率 70%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

Under a static N2 atm, a stirred solution of the compound of Example 2 (8.14 g, 32 mol) in 100 ml of methanol was treated dropwise with 7.6 g of 25% sodium methoxide in methanol. After stirring at ambient temperature for 24 hr, the mixture was added to H2O and extracted twice with ether. The ether layer was washed with H2O, dried over MgSO4 and concentrated in vacuo to yield a white solid which was recrystallized from methylcyclohexane to yield 5.5 g of methyl 2-methoxy-5-phenyl-4-thiazolecarboxylate as a white solid, m.p. 86°-88° C., yield 70%.

後処理

  1. extractionextracted twice with ether
  2. washThe ether layer was washed with H2O
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customto yield a white solid which
  6. customwas recrystallized from methylcyclohexane

出典と根拠

ORDレコード
ord-5f6a3c5eff844e1baa0a0ffcf4eb85ae
出典データセット
uspto-grants-1981_11
特許番号
US04298375

関連ノート

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