Sodium Hydroxide → 5,5-Dimethyl-5,6-dihydro-8-(2-thienyl)-naphthalene-2-carboxylic acid

HRID 481224

反応式

HRID 481224 の反応式
[CH3:1][C:2]1([CH3:21])[CH2:11][CH:10]=[C:9]([C:12]2[S:13][CH:14]=[CH:15][CH:16]=2)[C:8]2[CH:7]=[C:6]([C:17]([O:19]C)=[O:18])[CH:5]=[CH:4][C:3]1=2.[OH-].[Na+]>CCO.C1COCC1>[CH3:1][C:2]1([CH3:21])[CH2:11][CH:10]=[C:9]([C:12]2[S:13][CH:14]=[CH:15][CH:16]=2)[C:8]2[CH:7]=[C:6]([C:17]([OH:19])=[O:18])[CH:5]=[CH:4][C:3]1=2

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 10494326Methyl 5,5-dimethyl-5,6-dihydro-8-(2-thienyl)-2-naphthalenecarboxylate2 回

生成物 1

HCID 107081975,5-Dimethyl-5,6-dihydro-8-(2-thienyl)-naphthalene-2-carboxylic acid

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
35 °C

実験手順

To a solution of methyl 5,5-dimethyl-5,6-dihydro-8-(2-thienyl)-2-naphthalenecarboxylate (Compound E5, 430.0 mg, 1.44 mmol) in 3.0 mL of EtOH and 3.0 mL THF was added NaOH (240.0 mg, 6.00 mmol; 3.0 mL of a 2N aqueous solution). The resulting solution was warmed to 35° C. for 6 h, cooled to room temperature and quenched with 1M HCl. The mixture was extracted with EtOAc and the combined organic layers washed with H2O and saturated aqueous NaCl before being dried over MgSO4. Removal of the solvents under reduced pressure afforded the title compound as a pale yellow solid.

後処理

  1. temperaturecooled to room temperature
  2. customquenched with 1M HCl
  3. extractionThe mixture was extracted with EtOAc
  4. washthe combined organic layers washed with H2O and saturated aqueous NaCl
  5. dry with materialbefore being dried over MgSO4
  6. customRemoval of the solvents under reduced pressure

出典と根拠

ORDレコード
ord-f8deca54a1974d4d972b5c0a7e1b6e70
出典データセット
uspto-grants-2003_11
特許番号
US06653483B1

関連ノート

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