Water → 2-Cyclobutoxy-5-hydroxymethyl-3-methyl-benzoic acid

HRID 1047895ノート

反応式

HRID 1047895 の反応式
C[O:2][C:3](=[O:18])[C:4]1[CH:9]=[C:8]([CH2:10][OH:11])[CH:7]=[C:6]([CH3:12])[C:5]=1[O:13][CH:14]1[CH2:17][CH2:16][CH2:15]1.[OH-].[K+].O>CCO>[CH:14]1([O:13][C:5]2[C:6]([CH3:12])=[CH:7][C:8]([CH2:10][OH:11])=[CH:9][C:4]=2[C:3]([OH:18])=[O:2])[CH2:17][CH2:16][CH2:15]1

参加物

5

反応物 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 593140822-Cyclobutoxy-5-hydroxymethyl-3-methyl-benzoic acid methyl ester

生成物 1

HCID 593143012-Cyclobutoxy-5-hydroxymethyl-3-methyl-benzoic acid収率 100%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

2-Cyclobutoxy-5-hydroxymethyl-3-methyl-benzoic acid methyl ester (410 mg, 1.64 mmol) is dissolved in EtOH (15 mL), and solid KOH (1.90 g, 32.8 mmol) and water (1.5 mL) are added. The mixture is stirred at RT for 1 h then concentrated in vacuo. The residue is dissolved in water (10 mL) and acidified with conc. HCl then extracted with EtOAc (3×10 mL). The combined organic layers are dried over anhydrous MgSO4 and concentrated in vacuo to give product (284) as viscous yellow oil (387 mg, 100%).

後処理

  1. concentrationthen concentrated in vacuo
  2. dissolutionThe residue is dissolved in water (10 mL)
  3. extractionthen extracted with EtOAc (3×10 mL)
  4. dry with materialThe combined organic layers are dried over anhydrous MgSO4
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-6e93bfb7b7c149958716ce3e5bb9be81
出典データセット
uspto-grants-2013_10
特許番号
US08569535B2

反応ノート

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