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

HRID 1708726ノート

反応式

HRID 1708726 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 1 N 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-a3340a678afa462e8e8b70bcef5e8e5c
出典データセット
uspto-grants-1994_10
特許番号
US05359098

反応ノート

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