Sodium Methoxide → Ethyl (4-hydroxy-2-methylphenoxy)acetate

HRID 1876416

反応式

HRID 1876416 の反応式
C([O:4][C:5]1[CH:17]=[CH:16][C:8]([O:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:7]([CH3:18])[CH:6]=1)(=O)C.C[O-].[Na+]>CO>[OH:4][C:5]1[CH:17]=[CH:16][C:8]([O:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:7]([CH3:18])[CH:6]=1

参加物

4

反応物 2

HCID 10942334Sodium MethoxideHCID 21986316Ethyl 2-(4-acetoxy-2-methylphenoxy)acetate

生成物 1

HCID 21986458Ethyl (4-hydroxy-2-methylphenoxy)acetate収率 77%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of ethyl 2-(4-acetoxy-2-methylphenoxy)acetate (684) (6.79 g, 27 mmol) in dry methanol (150 mL) was added sodium methoxide (1.1 eq.) and the reaction was stirred at room temperature under N2 for 3 hours. The reaction was quenched with 1M HCl and the volatiles were removed in vacuo. The oil was dissolved in ethyl acetate (100 mL) and washed with water (2×100 mL), and brine (100 mL). The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo to afforded ethyl 2-(4-hydroxy-2-methylphenoxy)acetate (685) as a white solid (77%).

後処理

  1. customThe reaction was quenched with 1M HCl
  2. customthe volatiles were removed in vacuo
  3. dissolutionThe oil was dissolved in ethyl acetate (100 mL)
  4. washwashed with water (2×100 mL), and brine (100 mL)
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-c1175720ea8b41dc9709de5a936fdf81
出典データセット
uspto-grants-2012_11
特許番号
US08309600B2

関連ノート

読み込み中…