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Hydrochloric Acid → alpha-(4-(N-methylcarbamyl)aminosulfonyl-2-n-propylphenoxy)-3,4-methylenedioxyphenylacetic acid

HRID 1378872
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인쇄 미리보기

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HRID 1378872 반응식
[CH3:1][NH:2][C:3]([NH:5][S:6]([C:9]1[CH:29]=[CH:28][C:12]([O:13][CH:14]([C:19]2[CH:24]=[CH:23][C:22]3[O:25][CH2:26][O:27][C:21]=3[CH:20]=2)[C:15]([O:17]C)=[O:16])=[C:11]([CH2:30][CH2:31][CH3:32])[CH:10]=1)(=[O:8])=[O:7])=[O:4].[OH-].[Na+].C(Cl)(Cl)Cl.CO.C(O)(=O)C.Cl>CO.O>[CH3:1][NH:2][C:3]([NH:5][S:6]([C:9]1[CH:29]=[CH:28][C:12]([O:13][CH:14]([C:19]2[CH:24]=[CH:23][C:22]3[O:25][CH2:26][O:27][C:21]=3[CH:20]=2)[C:15]([OH:17])=[O:16])=[C:11]([CH2:30][CH2:31][CH3:32])[CH:10]=1)(=[O:7])=[O:8])=[O:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21866353chloroform methanol HOAcHCID 53963621methyl alpha-(4-(N-methylcarbamyl)aminosulfonyl-2-n-propylphenoxy)-3,4-methylenedioxyphenylacetate

생성물 1

HCID 53812605alpha-(4-(N-methylcarbamyl)aminosulfonyl-2-n-propylphenoxy)-3,4-methylenedioxyphenylacetic acid수율 70%

시약·촉매·용매

2
HCID 887Methanol용매HCID 962Water용매

실험 절차

To a stirred solution of 570 mg (1.23 mmol) of the product of Step A in 6 mL of methanol was added 540 μL (2.71 mmol) of 5N sodium hydroxide. The reaction mixture was allowed to stir overnight after which TLC analysis (90:10:1 chloroform/methanol/acetic acid) indicated the saponification had proceeded to completion. The reaction mixture was acidified to pH=2 using 6N HCl, poured into water, and extracted with ethyl acetate. The extract was dried over magnesium sulfate, filtered and evaporated in vacuo to give the crude product. Purification of the crude product by silica-gel flash chromatography using (92:7:1 chloroform/methanol/acetic acid) afforded 384 mg (70%) of the title compound as an amorphous solid.

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialThe extract was dried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated in vacuo
  5. customto give the crude product
  6. customPurification of the crude product by silica-gel flash chromatography

출처 및 근거

ORD 기록
ord-7133d350f535422a820905cc32a1e0d1
출처 데이터셋
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05668176

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