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Potassium Carbonate → ethyl 7-(dibenzo[b,f][1,4]oxazepin-10(11H)-yl)heptanoate

HRID 718091
ノート
印刷プレビュー

反応式

HRID 718091 の反応式
[CH:1]1[C:6]2[CH2:7][NH:8][C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=3[O:11][C:5]=2[CH:4]=[CH:3][CH:2]=1.I[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24].C(=O)([O-])[O-].[K+].[K+]>C(#N)C.C(OCC)(=O)C>[CH:1]1[C:6]2[CH2:7][N:8]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=3[O:11][C:5]=2[CH:4]=[CH:3][CH:2]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 64893310,11-Dihydrodibenzo(b,f)(1,4)oxazepineHCID 10660673Ethyl 7-iodoheptanoate

生成物 1

HCID 59783580ethyl 7-(dibenzo[b,f][1,4]oxazepin-10(11H)-yl)heptanoate収率 37%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857
Ethyl Acetate
溶媒

反応条件

温度
70 °C

実験手順

Title compound 398 (0.304 g, 1.54 mmol) was dissolved in acetonitrile (5.0 mL) and the ethyl 7-iodoheptanoate (0.613 g, 2.16 mmol) and the potassium carbonate (0.639 g, 4.62 mmol) were added. The reaction mixture was stirred at 70° C. for 60 hours. The mixture was cooled down and diluted with ethyl acetate. The organic phase was washed with water and brine, dried over sodium sulfate, filtered and evaporated. The residue was purified by flash chromatography with 10% ethyl acetate in hexanes to afford title compound 399 (201 mg, 37%). MS (m/z): 354.2 (M+H).

後処理

  1. temperatureThe mixture was cooled down
  2. washThe organic phase was washed with water and brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was purified by flash chromatography with 10% ethyl acetate in hexanes

出典と根拠

ORDレコード
ord-4b64f278adb741249b3fd86d9f24e118
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09193749B2

反応ノート

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