Sodium Iodide → HCID 15341832、化合物

HRID 1756217ノート

反応式

HRID 1756217 の反応式
[OH:1][C:2]1[C:10]([CH2:11][CH:12]=[CH2:13])=[C:9]([OH:14])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].Cl[CH2:16][CH2:17][CH2:18][O:19][C:20]1[C:21]([CH2:33][CH2:34][CH3:35])=[C:22]([CH:30]=[CH:31][CH:32]=1)[O:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26].[I-].[Na+].C(=O)([O-])[O-].[K+].[K+]>C(OCC)(=O)C.CCCCCC.O.CN(C=O)C>[NH2:6][C:4]([C:3]1[CH:7]=[CH:8][C:9]([O:14][CH2:16][CH2:17][CH2:18][O:19][C:20]2[C:21]([CH2:33][CH2:34][CH3:35])=[C:22]([CH:30]=[CH:31][CH:32]=2)[O:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])=[C:10]([CH2:11][CH:12]=[CH2:13])[C:2]=1[OH:1])=[O:5]

参加物

8

反応物 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 15341803HCID 15341803、化合物HCID 15341816HCID 15341816、化合物

生成物 1

HCID 15341832HCID 15341832、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 21226206Ethyl acetate hexane溶媒

反応条件

温度
40 °C

実験手順

2,4-Dihydroxy-3-(2-propenyl)benzamide (193 mg 1.0 mmol), ethyl [3-(3-chloropropoxy)-2-propylphenoxy]acetate (386 mg, 1.0 mmol), sodium iodide (276 mg, 2.0 mmol), and potassium carbonate (276 mg, 2.0 mmol) were added to 2.0 ml of DMF, and the reaction mixture was heated in an oil bath at 40° C. overnight. The temperature was raised to 60° C., and the reaction mixture was again heated overnight. The reaction mixture was poured into 15 ml of water and extracted three times with ethyl acetate. The combined extracts were washed twice with water, dried and filtered. The solvent was removed under vacuum to give the crude product as a solid. Chromatography of the crude product on silica gel with 50/50 ethyl acetate/hexane as eluant gave the product.

後処理

  1. temperatureThe temperature was raised to 60° C.
  2. extractionextracted three times with ethyl acetate
  3. washThe combined extracts were washed twice with water
  4. customdried
  5. filtrationfiltered
  6. customThe solvent was removed under vacuum
  7. customto give the crude product as a solid

出典と根拠

ORDレコード
ord-4dde3063d71c4b1a805176f3b1a10b1d
出典データセット
uspto-grants-1995_08
特許番号
US05439937

反応ノート

読み込み中…