Hydrochloric Acid → 5-Cyclohex-1-enyl-6-(2,2,2-trifluoroethoxy)nicotinic acid

HRID 469769

반응식

HRID 469769 반응식
C[O:2][C:3](=[O:22])[C:4]1[CH:9]=[C:8]([C:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH:11]=2)[C:7]([O:16][CH2:17][C:18]([F:21])([F:20])[F:19])=[N:6][CH:5]=1.C1COCC1.O.[OH-].[Li+].Cl>O>[C:10]1([C:8]2[C:7]([O:16][CH2:17][C:18]([F:21])([F:19])[F:20])=[N:6][CH:5]=[C:4]([CH:9]=2)[C:3]([OH:22])=[O:2])[CH2:15][CH2:14][CH2:13][CH2:12][CH:11]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 712944455-Cyclohex-1-enyl-6-(2,2,2-trifluoroethoxy)nicotinic acid methylester

생성물 1

HCID 712941075-Cyclohex-1-enyl-6-(2,2,2-trifluoroethoxy)nicotinic acid수율 104.6%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

5-Cyclohex-1-enyl-6-(2,2,2-trifluoroethoxy)nicotinic acid methylester (0.03 g, 95.2 μmol) was combined with THF (0.3 mL) and water (0.15 mL) to give a light yellow solution. Lithium hydroxide hydrate (7.99 mg, 190 μmol) was added under argon. The reaction mixture was stirred at room temperature overnight, poured into 2 mL 2 M HCl and extracted with i-propyl acetate (2×20 mL). The organic layers were combined, dried with Na2SO4 and concentrated in vacuo to give the title compound (30 mg, quant) as white solid that was used in the subsequent reactions without further purification; MS (ESI) 300.2 (M−H)−.

후처리

  1. customto give a light yellow solution
  2. extractionextracted with i-propyl acetate (2×20 mL)
  3. dry with materialdried with Na2SO4
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-421bd99c9c364a8bbd16347ae90f9b98
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629166B2

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