Sodium Iodide → 6-[6-(4-hydroxypiperidinyl)hexoxy]-3-methoxy-4H-1-benzopyran-4-one

HRID 1197979ノート

反応式

HRID 1197979 の反応式
Cl[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:10]=[CH:11][C:12]2[O:17][CH:16]=[C:15]([O:18][CH3:19])[C:14](=[O:20])[C:13]=2[CH:21]=1.[I-].[Na+].C(=O)([O-])[O-].[K+].[K+].[OH:30][CH:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1>CC(=O)CC>[OH:30][CH:31]1[CH2:36][CH2:35][N:34]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]2[CH:10]=[CH:11][C:12]3[O:17][CH:16]=[C:15]([O:18][CH3:19])[C:14](=[O:20])[C:13]=3[CH:21]=2)[CH2:33][CH2:32]1

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 79341Piperidin-4-olHCID 189596986-(6-chlorohexoxy)-3-methoxy-4H-1-benzopyran-4-one

生成物 1

HCID 189597226-[6-(4-hydroxypiperidinyl)hexoxy]-3-methoxy-4H-1-benzopyran-4-one収率 82.8%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

A mixture of 2 g of 6-(6-chlorohexoxy)-3-methoxy-4H-1-benzopyran-4-one, 1 g of sodium iodide, 0.6 g of potassium carbonate, and 1.4 g of 4-hydroxypiperidine was refluxed in butanone for 96 hours. The solvent was removed and the residue stirred with ethyl acetate and filtered. The solution was washed with water and then dried over sodium sulfate. The solvent was removed to give an oil which was chromatographed over silica gel to give 2 g of 6-[6-(4-hydroxypiperidinyl)hexoxy]-3-methoxy-4H-1-benzopyran-4-one which was converted to the hydrochloride salt by dissolving in ethyl acetate and adding 1N ethereal HCL: mp 124°-125° C.

後処理

  1. customThe solvent was removed
  2. filtrationfiltered
  3. washThe solution was washed with water
  4. dry with materialdried over sodium sulfate
  5. customThe solvent was removed
  6. customto give an oil which
  7. customwas chromatographed over silica gel

出典と根拠

ORDレコード
ord-eeededdc32dd4ee486461112fd02c419
出典データセット
uspto-grants-1994_01
特許番号
US05278174

反応ノート

読み込み中…