Sodium Carbonate → 2-Chloro-3-octyl-6-(4-octyloxyphenyl)pyridine

HRID 1780544노트

반응식

[CH2:1]([C:9]1[C:10](=O)[NH:11][C:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[CH:17][CH:16]=2)=[CH:13][CH:14]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].O=P(Cl)(Cl)[Cl:33].C(=O)([O-])[O-].[Na+].[Na+]>>[Cl:33][C:10]1[C:9]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])=[CH:14][CH:13]=[C:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[CH:17][CH:16]=2)[N:11]=1

참가 물질

반응물 3

HCID 10340Sodium Carbonate

HCID 24813Phosphorus oxychloride

HCID 190469563-octyl-6-(4-octyloxyphenyl)-1H-2-pyridone

생성물 1

HCID 190469532-Chloro-3-octyl-6-(4-octyloxyphenyl)pyridine

실험 절차

0.32 g (0.8 mmol) of 3-octyl-6-(4-octyloxyphenyl)-1H-2-pyridone are heated together with 15 ml of phosphorus oxytrichloride in a sealed tube at 200° C. for 3 hours. The reaction mixture is poured onto ice water, and the resulting mixture is made basic with sodium carbonate. Extraction of the aqueous phase with methylene chloride, washing of the organic phase with sodium chloride solution, drying over sodium sulfate, filtration, removal of the solvent by distillation and chromatography (silica gel, 8:2 hexane/ethyl acetate) give 0.22 g of 2-chloro-3-octyl-6-(4-octyloxyphenyl)pyridine. ##STR15##

후처리

additionThe reaction mixture is poured onto ice water
extractionExtraction of the aqueous phase with methylene chloride
washwashing of the organic phase with sodium chloride solution
dry with materialdrying over sodium sulfate, filtration, removal of the solvent by distillation and chromatography (silica gel, 8:2 hexane/ethyl acetate)

출처 및 근거

ORD 기록: ord-976049ba478e4e3795c005d854371c91
출처 데이터셋: uspto-grants-1997_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05630962

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