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Hydrochloric Acid → HCID 72516191, 화합물

HRID 1836513
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HRID 1836513 반응식
CC1(C)[O:6][C:5](=[CH:7][C:8]([N:10]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)[O:11][CH2:12][C:13]([OH:15])=[O:14])=[O:9])[C:4](=[O:24])[O:3]1.[OH-].[Li+].Cl>O1CCCC1>[C:13]([CH2:12][O:11][N:10]([CH2:16][C:17]1[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=1)[C:8]([CH:7]=[C:5]([OH:6])[C:4]([OH:24])=[O:3])=[O:9])([OH:15])=[O:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 74058487HCID 74058487, 화합물

생성물 1

HCID 72516191HCID 72516191, 화합물수율 47.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of [[2-(2,2-dimethyl-5-oxo-[1,3]-dioxolan-4-ylidene)-acetyl]-(4-fluorobenzyl)-aminooxy]-acetic acid (0.20 g, 0.56 mmol) in tetrahydrofuran (5 ml) was treated at 0° C. with 1.7 ml (1.7 mmol) of 1 M aqueous lithium hydroxide. After 2 h, the reaction mixture was acidified with 1N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with brine, dried (magnesium sulphate) and evaporated in vacuo. Crystallisation of the residual solid from a mixture of ethyl acetate and hexane gave 0.083 g (47% yield) of the title material as a white solid: mp 135-138° C. 1HNMR 400 MHz (DMSO-d6) δ (ppm): (mixture of enol and keto forms, 7:3); enol form: 4.65 (2H, s, CH2), 4.92 (2H, s, CH2), 6.51 (1H, s, CH), 7.18 (2H, m, aromatics), 7.37 (2H, m, aromatics), 13.17 (1H, broad, OH). Anal. calcd for C13H12FNO7: C, 49.85; H, 3.86; N, 4.47. Found: C, 49.83; H, 3.90; N, 4.37.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried (magnesium sulphate)
  4. customevaporated in vacuo
  5. customCrystallisation of the residual solid
  6. additionfrom a mixture of ethyl acetate and hexane

출처 및 근거

ORD 기록
ord-fe5157eb45b44540a1df3a3b62cdf16b
출처 데이터셋
uspto-grants-2004_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06777440B2

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