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

HRID 469769ノート

反応式

HRID 469769 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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)−.

後処理

  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

出典と根拠

ORDレコード
ord-421bd99c9c364a8bbd16347ae90f9b98
出典データセット
uspto-grants-2014_01
特許番号
US08629166B2

反応ノート

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