Sodium Carbonate → 1-(3,4,5-Trimethoxybenzoyl)-3-(3,4-dichlorophenyl)-3-(2-hydroxyethyl)piperidine

HRID 323254노트

반응식

HRID 323254 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([CH2:15][CH2:16][OH:17])[CH2:14][CH2:13][CH2:12][NH:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].C(=O)([O-])[O-].[Na+].[Na+].[CH3:24][O:25][C:26]1[CH:27]=[C:28]([CH:32]=[C:33]([O:37][CH3:38])[C:34]=1[O:35][CH3:36])[C:29](Cl)=[O:30]>C(OCC)(=O)C.O>[CH3:38][O:37][C:33]1[CH:32]=[C:28]([CH:27]=[C:26]([O:25][CH3:24])[C:34]=1[O:35][CH3:36])[C:29]([N:11]1[CH2:12][CH2:13][CH2:14][C:9]([C:4]2[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=2)([CH2:15][CH2:16][OH:17])[CH2:10]1)=[O:30]

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 78282Benzoyl chloride, 3,4,5-trimethoxy-HCID 154604002-[3-(3,4-Dichlorophenyl)piperidin-3-yl]ethanol

생성물 1

HCID 184645141-(3,4,5-Trimethoxybenzoyl)-3-(3,4-dichlorophenyl)-3-(2-hydroxyethyl)piperidine

시약·촉매·용매 1

HCID 22728543Water ethylacetate용매

반응 조건

온도
0 °C

실험 절차

Combine 3-(3,4-dichlorophenyl)-3-(2-hydroxyethyl)piperidine (1.08 g, 3.94 mmol) and sodium carbonate (0.21 g, 2.00 mmol) in 1/1 ethyl acetate/water (50 mL). Cool the reaction mixture to 0° C. with an ice bath. Add 3,4,5-trimethoxybenzoyl chloride (0.83 g, 3.58 mmol). Warm to ambient temperature. After 18 hours, separate the layers and extract the aqueous layer three times with ethyl acetate. Dry the combined organic layers over Na2SO4, filter, and concentrate in vacuo to obtain a residue. Chromatograph the residue on silica gel to give the title compound: Rf=0.5 (silica gel, 1/1 ethyl acetate/hexane). Elemental Analysis calculated for C23H27Cl2NO5: C 58.97; H 5.81; N 2.99; Found C 58.85; H 5.90; N 2.96.

후처리

  1. temperatureWarm to ambient temperature
  2. customseparate the layers
  3. extractionextract the aqueous layer three times with ethyl acetate
  4. dry with materialDry the combined organic layers over Na2SO4
  5. filtrationfilter
  6. concentrationconcentrate in vacuo
  7. customto obtain a residue

출처 및 근거

ORD 기록
ord-6ceae20135db4b2dbae96572f29feaca
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06211199B1

반응 노트

불러오는 중…