Sodium Hydroxide → 3-(benzyloxy)-2-thiophenecarboxylic acid

HRID 1611131ノート

反応式

HRID 1611131 の反応式
[CH2:1]([O:8][C:9]1[CH:13]=[CH:12][S:11][C:10]=1[C:14]([O:16]C)=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO.C1COCC1>[CH2:1]([O:8][C:9]1[CH:13]=[CH:12][S:11][C:10]=1[C:14]([OH:16])=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 2764114methyl 3-(benzyloxy)-2-thiophenecarboxylate

生成物 1

HCID 27667333-(benzyloxy)-2-thiophenecarboxylic acid収率 91.3%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of methyl 3-(benzyloxy)-2-thiophenecarboxylate (7.85 g, 31.61 mmol) in MeOH (32 mL) and THF (16 mL) was added 2 N NaOH (21 mL), and the mixture was stirred at reflux for 10 hrs, and then concentrated under reduced pressure. The residue was diluted with water, washed with ether. The separated aqueous phase was acidified with 5N HCl. The precipitated solid was collected by filtration, washed with hexane, and dried under reduced pressure at 60° C. to give 3-(benzyloxy)-2-thiophenecarboxylic acid as a yellow solid (6.76 g, yield; 91%).

後処理

  1. temperatureat reflux for 10 hrs
  2. concentrationconcentrated under reduced pressure
  3. additionThe residue was diluted with water
  4. washwashed with ether
  5. filtrationThe precipitated solid was collected by filtration
  6. washwashed with hexane
  7. customdried under reduced pressure at 60° C.

出典と根拠

ORDレコード
ord-0ecba36891bc40ec9f723c7cbb154691
出典データセット
uspto-grants-2006_01
特許番号
US06984649B1

反応ノート

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