Pyridine → (3-Ethyloxetan-3-yl)methyl 3-pyridinecarboxylate

HRID 345288

반응식

HRID 345288 반응식
Cl.[CH2:2](Cl)[C:3]1[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=1.[CH2:10]([C:12]1([CH2:16][OH:17])[CH2:15][O:14][CH2:13]1)[CH3:11].N1C=CC=CC=1.C(=O)([O-])[O-:25].[Na+].[Na+]>ClCCl>[N:5]1[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([O:17][CH2:16][C:12]2([CH2:10][CH3:11])[CH2:15][O:14][CH2:13]2)=[O:25])[CH:4]=1

참가 물질

6

반응물 4

HCID 1049PyridineHCID 10340Sodium CarbonateHCID 233943-(Chloromethyl)pyridine hydrochlorideHCID 76444Oxt-101

생성물 1

HCID 19992002(3-Ethyloxetan-3-yl)methyl 3-pyridinecarboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Nicotinyl chloride hydrochloride (8.9 gm.) was added to a stirred solution of 3-ethyl-3-hydroxymethyloxetane (5.8 gm.) and dry pyridine (20 ml.) in dry dichloromethane (150 ml.) at 0°. The mixture was stirred at room temperature for 4 days and poured into aqueous sodium carbonate solution. The aqueous mixture was extracted with dichloromethane. The extracts were washed with water and dried over anhydrous magnesium sulphate. The solvent was removed in vacuo. The residue was purified by chromatography on silica eluting with 5% triethylamine in dichloromethane. (3-Ethyloxetan-3-yl)methyl 3-pyridinecarboxylate was obtained as a pale yellow oil (7.0 gm.).

후처리

  1. extractionThe aqueous mixture was extracted with dichloromethane
  2. washThe extracts were washed with water
  3. dry with materialdried over anhydrous magnesium sulphate
  4. customThe solvent was removed in vacuo
  5. customThe residue was purified by chromatography on silica eluting with 5% triethylamine in dichloromethane

출처 및 근거

ORD 기록
ord-e348c7bc47ba44ad998de5232bb87078
출처 데이터셋
uspto-grants-1991_10
특허 번호
US05057504

연결된 노트

불러오는 중…