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Sodium Hydroxide → 5-(2,2,2-Trifluoroethoxy)pyridine-2-carboxylic acid

HRID 341532
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HRID 341532 반응식
[F:1][C:2]([F:16])([F:15])[CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]([O:13]C)=[O:12])=[N:9][CH:10]=1.[OH-].[Na+]>CO>[F:16][C:2]([F:1])([F:15])[CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]([OH:13])=[O:12])=[N:9][CH:10]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 57475873Methyl 5-(2,2,2-trifluoroethoxy)pyridine-2-carboxylate2회

생성물 1

HCID 574758545-(2,2,2-Trifluoroethoxy)pyridine-2-carboxylic acid수율 29%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Methyl 5-(2,2,2-trifluoroethoxy)pyridine-2-carboxylate (Intermediate 223, 0.650 g, 2.77 mmol) was dissolved in MeOH (10 mL), 2M aq. sodium hydroxide (3.46 mL, 6.93 mmol) was added and the mixture stirred at room temperature for 2 h. MeOH was removed under vacuum and the aqueous suspension neutralised by adding 2M aq. hydrochloric acid (3.5 mL). The resultant precipitate was filtered, washed with diethyl ether and dried under vacuum to afford the title compound as a white solid (0.179 mg, 29%). 1H NMR (500 MHZ, MeOH-d4) δ ppm 8.41 (1H, d), 8.15 (1H, d), 7.59 (1H, dd) and 4.77 (2H, q).

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후처리

  1. customMeOH was removed under vacuum
  2. additionby adding 2M aq. hydrochloric acid (3.5 mL)
  3. filtrationThe resultant precipitate was filtered
  4. washwashed with diethyl ether
  5. customdried under vacuum

출처 및 근거

ORD 기록
ord-86429120c9c94636bb7df0321a094fd9
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08895733B2

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