Water → 5-Ethoxypyrazine-2-carboxylic acid

HRID 1429624노트

반응식

HRID 1429624 반응식
[CH2:1]([O:3][C:4]1[N:5]=[CH:6][C:7]([C:10]([O:12]CC)=[O:11])=[N:8][CH:9]=1)[CH3:2].O.O.[OH-].[Li+].C([O-])(O)=O.[Na+]>O1CCOCC1.CCOCC>[CH2:1]([O:3][C:4]1[N:5]=[CH:6][C:7]([C:10]([OH:12])=[O:11])=[N:8][CH:9]=1)[CH3:2]

참가 물질

7

반응물 4

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 516892Sodium BicarbonateHCID 668696851262803-60-0

생성물 1

HCID 574756925-Ethoxypyrazine-2-carboxylic acid

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 312751,4-Dioxane용매

실험 절차

Ethyl 5-ethoxypyrazine-2-carboxylate (0.65 g, approx. purity 85%) was dissolved in dioxan (3 mL) and water (3 mL) was added, followed by lithium hydroxide monohydrate (255 mg, portionwise over 10 mins). After stirring at RT for 24h, Et2O (25 mL) and NaHCO3 (sat., aq., 25 mL) were added. The layers were separated and the organic layer was extracted with NaOH (1 N, aq., 25 mL). The combined aqueous portions were acidified with 6N HCl to pH 2, and the mixture extracted with EtOAc (3×40 mL). The combined EtOAc extracts were dried over MgSO4 and evaporated to afford the title compound as an off-white powder. 1H NMR (400 MHz, CDCl3) δ ppm 1.47 (t, J=7.1 Hz, 3 H), 4.53 (q, J=7.1 Hz, 2 H), 8.16 (d, J=1.2 Hz, 1 H), 8.98 (d, J=1.2 Hz, 1 H)

후처리

  1. additionwere added
  2. customThe layers were separated
  3. extractionthe organic layer was extracted with NaOH (1 N, aq., 25 mL)
  4. extractionthe mixture extracted with EtOAc (3×40 mL)
  5. dry with materialThe combined EtOAc extracts were dried over MgSO4
  6. customevaporated

출처 및 근거

ORD 기록
ord-f2084eff099e4012873d50c5a2018109
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08940734B2

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