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Hydrochloric Acid → 4-(4-acetonylphenoxy)-3-hydroxy-1H-pyrrole-2,5-dione

HRID 465435
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HRID 465435 반응식
[CH2:1]([C:5]1[CH:15]=[CH:14][C:8]([O:9][CH2:10][C:11]([NH2:13])=[O:12])=[CH:7][CH:6]=1)[C:2]([CH3:4])=[O:3].[C:16](OCC)(=[O:22])[C:17](OCC)=[O:18].CC(C)([O-])C.[K+].Cl>CN(C)C=O.O>[CH2:1]([C:5]1[CH:15]=[CH:14][C:8]([O:9][C:10]2[C:11](=[O:12])[NH:13][C:17](=[O:18])[C:16]=2[OH:22])=[CH:7][CH:6]=1)[C:2]([CH3:4])=[O:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 7268Diethyl OxalateHCID 198745544-AcetonylphenoxyacetamideHCID 23665647Potassium tert-butoxide

생성물 1

HCID 547233674-(4-acetonylphenoxy)-3-hydroxy-1H-pyrrole-2,5-dione

시약·촉매·용매 2

HCID 962Water용매
HCID 6228
Dimethylformamide
용매

실험 절차

A solution of 4-acetonylphenoxyacetamide, ethylene ketal (3.2 g) and diethyl oxalate (2.0 g) in dry dimethylformamide at 0° C. was treated with potassium tert-butoxide (3.24 g) in two portions at 15 min. intervals. The solution was then stirred 16 h at ambient temperature, poured into water, and acidified with 6N hydrochloric acid. The aqueous solution was extracted with ethyl acetate, the combined organic extracts dried (magnesium sulphate), filtered and evaporated and the residue crystallised from acetone/ether to give 4-[4-acetonylphenoxy]-3-hydroxy-1H-pyrrole-2,5-dione, (1.5 g).

후처리

  1. extractionThe aqueous solution was extracted with ethyl acetate
  2. dry with materialthe combined organic extracts dried (magnesium sulphate)
  3. filtrationfiltered
  4. customevaporated
  5. customthe residue crystallised from acetone/ether

출처 및 근거

ORD 기록
ord-bda68225456c46d094d607f12db26774
출처 데이터셋
uspto-grants-1992_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05153210

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