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Sodium hydride → HCID 23463795、化合物

HRID 444453
ノート
印刷プレビュー

反応式

HRID 444453 の反応式
[H-].[Na+].[C:3]([N:13]1[CH2:18][CH2:17][CH:16]([N:19]2[CH2:23][CH2:22][NH:21][C:20]2=[O:24])[CH2:15][CH2:14]1)([O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:4].[O:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH:26]1[O:31][CH2:32][CH2:33]Br>CN(C)C=O>[C:3]([N:13]1[CH2:14][CH2:15][CH:16]([N:19]2[CH2:23][CH2:22][N:21]([CH2:33][CH2:32][O:31][CH:26]3[CH2:27][CH2:28][CH2:29][CH2:30][O:25]3)[C:20]2=[O:24])[CH2:17][CH2:18]1)([O:5][CH2:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)=[O:4]
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

5

反応物 3

HCID 24758Sodium hydrideHCID 866212-(2-Bromoethoxy)tetrahydro-2H-pyranHCID 23463818Benzyl 4-(2-oxoimidazolidin-1-yl)piperidine-1-carboxylate

生成物 1

HCID 23463795HCID 23463795、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
80 °C

実験手順

A mixture of 1.35 g of sodium hydride in 70 ml of dimethylformamide and 14.2 g of 1-(1-carbobenzoxy-4-piperidyl)-imidazolidin-2-one is stirred at 80° C. for 4 hours. A solution of 11.7 g of 2-bromoethyl 2-tetrahydro-pyranyl ether in 30 ml of absolute dimethylformamide is then added dropwise in the course of 15 minutes. The mixture is stirred for a further 4 hours at 80° C. and is then evaporated under reduced pressure. The residue is freed from dimethylformamide which is still adhering, by treatment with toluene. The reaction product is dissolved in ethyl acetate, the solution is washed twice with, in each case, 50 ml of water and the ethyl acetate phase is dried over sodium sulphate and evaporated. The residual oil is chromatographed on 1.5 g of silica gel using a mixture of chloroform/methyl alcohol (95:5) as the eluant mixture. In this way, 1-(1-carbobenzoxy-4-piperidyl)-3-[2-(2-tetrahydropyranyloxy)-ethyl]-imidazolidin-2-one is obtained in the form of a slightly yellowish oil.

後処理

  1. stirringThe mixture is stirred for a further 4 hours at 80° C.
  2. customis then evaporated under reduced pressure
  3. dissolutionThe reaction product is dissolved in ethyl acetate
  4. washthe solution is washed twice with, in each case, 50 ml of water
  5. dry with materialthe ethyl acetate phase is dried over sodium sulphate
  6. customevaporated
  7. customThe residual oil is chromatographed on 1.5 g of silica gel using
  8. additiona mixture of chloroform/methyl alcohol (95:5) as the eluant mixture

出典と根拠

ORDレコード
ord-3a4fcaec104045ad8ba594a775198339
出典データセット
uspto-grants-1981_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04264599

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート