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

HRID 2177681
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인쇄 미리보기

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HRID 2177681 반응식
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
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 8857Ethyl AcetateHCID 168937Lithium hydroxide, monohydrateHCID 67108200Methyl 6-(benzenesulphonylmethyl)-2-ethyl-3-(furan-3-yl)benzoate2회

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매2회
HCID 31275
1,4-Dioxane
용매

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온도
150 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c5499c1ca6e54861a797e496ee6a37df
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09067905B2

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