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Ethyl Acetate → 6-(Benzenesulphonylmethyl)-2-ethyl-3-(furan-3-yl)benzoic acid

HRID 2177681
ノート
印刷プレビュー

反応式

HRID 2177681 の反応式
O.[OH-].[Li+].[C:4]1([S:10]([CH2:13][C:14]2[C:19]([C:20]([O:22]C)=[O:21])=[C:18]([CH2:24][CH3:25])[C:17]([C:26]3[CH:30]=[CH:29][O:28][CH:27]=3)=[CH:16][CH:15]=2)(=[O:12])=[O:11])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(OCC)(=O)C>O1CCOCC1.O>[C:4]1([S:10]([CH2:13][C:14]2[C:19]([C:20]([OH:22])=[O:21])=[C:18]([CH2:24][CH3:25])[C:17]([C:26]3[CH:30]=[CH:29][O:28][CH:27]=3)=[CH:16][CH:15]=2)(=[O:12])=[O:11])[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 8857Ethyl AcetateHCID 168937Lithium hydroxide, monohydrateHCID 67108200Methyl 6-(benzenesulphonylmethyl)-2-ethyl-3-(furan-3-yl)benzoate2 回

生成物 1

HCID 529131756-(Benzenesulphonylmethyl)-2-ethyl-3-(furan-3-yl)benzoic acid収率 30.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回
HCID 31275
1,4-Dioxane
溶媒

反応条件

温度
150 °C

実験手順

Lithium hydroxide monohydrate (0.075 g) was added to a solution of methyl 6-(benzenesulphonylmethyl)-2-ethyl-3-(furan-3-yl)benzoate (Intermediate 152, 0.092 g) in dioxane (1 ml) and water (1 ml) and the resultant solution was stirred and heated in the microwave at 150° C. for 4.5 hours. Ethyl acetate and water were added and the organic layer was separated, then acidified with concentrated hydrochloric acid. The mixture was extracted with ethyl aceate, dried (Na2SO4) and filtered. The filtrate was evaporated to dryness then azeotroped with toluene. The residue was triturated with ether and the solid was collected by filtration and dried to give 6-(benzenesulphonylmethyl)-2-ethyl-3-(furan-3-yl)benzoic acid (0.027 g) as a white solid.

後処理

  1. customthe organic layer was separated
  2. extractionThe mixture was extracted with ethyl aceate
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customThe filtrate was evaporated to dryness
  6. customthen azeotroped with toluene
  7. customThe residue was triturated with ether
  8. filtrationthe solid was collected by filtration
  9. customdried

出典と根拠

ORDレコード
ord-c5499c1ca6e54861a797e496ee6a37df
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09067905B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート