Sodium Hydroxide → 6-(2-(2,2,2-Trifluoroethoxy)ethoxy)nicotinic acid

HRID 341545ノート

反応式

HRID 341545 の反応式
[F:1][C:2]([F:19])([F:18])[CH2:3][O:4][CH2:5][CH2:6][O:7][C:8]1[N:13]=[CH:12][C:11]([C:14]([O:16]C)=[O:15])=[CH:10][CH:9]=1.[OH-].[Na+]>CO>[F:19][C:2]([F:1])([F:18])[CH2:3][O:4][CH2:5][CH2:6][O:7][C:8]1[N:13]=[CH:12][C:11]([C:14]([OH:16])=[O:15])=[CH:10][CH:9]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 66803048Methyl 6-[2-(2,2,2-trifluoroethoxy)ethoxy]pyridine-3-carboxylate2 回

生成物 1

HCID 593549156-(2-(2,2,2-Trifluoroethoxy)ethoxy)nicotinic acid収率 57%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Methyl 6-[2-(2,2,2-trifluoroethoxy)ethoxy]pyridine-3-carboxylate (Intermediate 243, 0.453 g, 1.62 mmol) was dissolved in MeOH (5 mL), 2M aq. sodium hydroxide (1.62 mL, 3.24 mmol) was added and the mixture was stirred at room temperature for 1 h. The mixture was then concentrated under vacuum and acidified with 2M hydrochloric acid. The resultant precipitate was filtered off and dried under vacuum to afford the title compound as a white solid (0.245 g, 57%). 1H NMR (500 MHZ, MeOH-d4) δ ppm 8.79 (1H, d), 8.23 (1H, dd), 6.90 (1H, d), 4.55 (2H, dd), 4.03 (2H, q) and 4.01 (2H, dd).

後処理

  1. concentrationThe mixture was then concentrated under vacuum
  2. filtrationThe resultant precipitate was filtered off
  3. customdried under vacuum

出典と根拠

ORDレコード
ord-a48c2acc145247a0acfd9de77faf8318
出典データセット
uspto-grants-2014_11
特許番号
US08895733B2

反応ノート

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