Hydrochloric Acid → (5-Chlorothiophen-2-yl)(oxo)acetic acid

HRID 1166201

반응식

HRID 1166201 반응식
C([O:3][C:4](=[O:13])[C:5]([C:7]1[S:8][C:9]([Cl:12])=[CH:10][CH:11]=1)=[O:6])C.[OH-].[Na+].Cl>O.CO>[Cl:12][C:9]1[S:8][C:7]([C:5](=[O:6])[C:4]([OH:13])=[O:3])=[CH:11][CH:10]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14452581Ethyl 5-chlorothiophene-2-glyoxylate

생성물 1

HCID 13807692(5-Chlorothiophen-2-yl)(oxo)acetic acid

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

(5-Chlorothiophen-2-yl)-oxo-acetic acid ethyl ester (8.62 g, 39.4 mmol) was dissolved in a mixture of 100 ml water and 100 ml methanol, then treated with 10 N NaOH (5.9 ml, 59 mmol) at room temperature for 20 hours. The reaction was then poured into 200 ml 3N HCl, and extracted with ethyl acetate (2×100 ml). The combined ethyl acetate extracts were dried over Na2SO4 and concentrated under vacuum to provide Preparation 1b (6.89 g, 92%). The product was then recrystallized from hexane/ether. MS (M−H)−: 189.10; 1H NMR (300 MHz, CDCl3) δ9.07 (1H, br s), 8.32 (1H, d, J=4.2 Hz), 7.10 (1H, d, J=4.2 Hz). IR (KBr) 3270, 3099, 1765, 1744, 1675, 1514, 1411, 1325 cm−1.

후처리

  1. extractionextracted with ethyl acetate (2×100 ml)
  2. dry with materialThe combined ethyl acetate extracts were dried over Na2SO4
  3. concentrationconcentrated under vacuum
  4. customto provide
  5. customThe product was then recrystallized from hexane/ether

출처 및 근거

ORD 기록
ord-4c69e217b275422aa89990743e43e26b
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06613786B2

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