Ethyl [(phenoxycarbonyl)oxy]acetate → 2-(Ethyloxy)-2-oxoethyl 4-[(1-naphthalenyloxy)methyl]-1-piperidinecarboxylate

HRID 2242938

反応式

HRID 2242938 の反応式
[C:1]1([O:11][CH2:12][CH:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.C1([O:25][C:26]([O:28][CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])=O)C=CC=CC=1>C1(C)C=CC=CC=1>[C:1]1([O:11][CH2:12][CH:13]2[CH2:14][CH2:15][N:16]([C:26]([O:28][CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])=[O:25])[CH2:17][CH2:18]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

参加物

4

反応物 2

HCID 12094709Ethyl [(phenoxycarbonyl)oxy]acetateHCID 247000964-[(1-Naphthyloxy)methyl]piperidine

生成物 1

HCID 674160052-(Ethyloxy)-2-oxoethyl 4-[(1-naphthalenyloxy)methyl]-1-piperidinecarboxylate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
50 °C

実験手順

A solution of 2.75 g (11.4 mmol) of 4-[(1-naphthalenyloxy)methyl]piperidine, prepared in Step 7.2, and 2.56 g (11.4 mmol) of ethyl [(phenyloxy-carbonyl)oxy]acetate, prepared in accordance with Example 1.1, in 80 ml of toluene is heated at 50° C. overnight. It is evaporated to dryness and the residue is taken up in a mixture of water, dichloromethane and saturated aqueous sodium hydrogen carbonate solution. The organic phase is decanted, dried over sodium sulfate and evaporated to dryness. The product is purified by chromatography on silica gel, eluting with a 50/50 mixture of cyclohexane and dichloromethane and then with dichloromethane and with a 95/5 mixture of dichloromethane and ethyl acetate. This gives 2.05 g of product in oil form, which is used as it is in the following step.

後処理

  1. customIt is evaporated to dryness
  2. additionthe residue is taken up in a mixture of water, dichloromethane and saturated aqueous sodium hydrogen carbonate solution
  3. customThe organic phase is decanted
  4. dry with materialdried over sodium sulfate
  5. customevaporated to dryness
  6. customThe product is purified by chromatography on silica gel
  7. washeluting with a 50/50 mixture of cyclohexane and dichloromethane
  8. additionwith dichloromethane and with a 95/5 mixture of dichloromethane and ethyl acetate

出典と根拠

ORDレコード
ord-d0999666198a415483ece752cf530800
出典データセット
uspto-grants-2010_03
特許番号
US07674805B2

関連ノート

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