Sodium Hydroxide → 3-Isopropyl-1,2,4-oxadiazole-5-carboxylic acid

HRID 1409317노트

반응식

HRID 1409317 반응식
[CH:1]([C:4]1[N:8]=[C:7]([C:9]([O:11]CC)=[O:10])[O:6][N:5]=1)([CH3:3])[CH3:2].[OH-].[Na+]>CCO.O>[CH:1]([C:4]1[N:8]=[C:7]([C:9]([OH:11])=[O:10])[O:6][N:5]=1)([CH3:3])[CH3:2]

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 534046373-Isopropyl-[1,2,4]oxadiazole-5-carboxylic acid ethyl ester

생성물 1

HCID 232010263-Isopropyl-1,2,4-oxadiazole-5-carboxylic acid수율 102.8%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

반응 조건

온도
60 °C

실험 절차

Ethyl 3-isopropyl-1,2,4-oxadiazole-5-carboxylate (10.42 mmol, 1.919 g) was dissolved in EtOH (20 ml). Sodium hydroxide pellets (12.50 mmol, 0.500 g) were dissolved in cold water (10 ml) and solution slowly added. The resulting solution was heated at 60° C. for 1.5 h. EtOH was removed under vacuum. The residue was diluted with tert-butyl methyl ether. The mixture was acidified under cold conditions by adding 2 N HCl solution. The mixture was stirred overnight and washed with DCM. Water phase was evaporated precipitating the product. 1.673 g of the title compound was obtained. 1H-NMR (400 MHz, D2O): δ 1.33 (d, 6H), 3.10-3.25 (m, 1H).

후처리

  1. additionsolution slowly added
  2. customEtOH was removed under vacuum
  3. additionThe residue was diluted with tert-butyl methyl ether
  4. additionby adding 2 N HCl solution
  5. washwashed with DCM
  6. customWater phase was evaporated
  7. customprecipitating the product

출처 및 근거

ORD 기록
ord-9e595cb122c241f99bd546075d4fb8e3
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08921378B2

반응 노트

불러오는 중…