Methanol → 2-(Piperidin-4-ylidene)ethan-1-ol

HRID 993056ノート

反応式

HRID 993056 の反応式
CC(C[AlH]CC(C)C)C.C([O:12][C:13]([CH:15]=[C:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1)=O)C.CO>C1(C)C=CC=CC=1>[OH:12][CH2:13][CH:15]=[C:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1

参加物

5

反応物 3

HCID 887MethanolHCID 14487Diisobutylaluminum hydrideHCID 18695502Ethyl 2-(piperidin-4-ylidene)acetate

生成物 1

HCID 186955332-(Piperidin-4-ylidene)ethan-1-ol収率 68.2%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

A solution of 15 ml of DIBAL (1.5 M solution in toluene) in 20 ml of toluene is added dropwise with 0.976 g of 4-(ethoxycarbonylmethylidene)piperidine, dissolved in few milliliter of toluene. The reaction mixture is stirred at room temperature for 2 hours, then it is cooled to 0-5° C. and added dropwise with methanol, until the gaz development is seen. The mixture is concentrated to a little volume and diethyl ether is added: a white solid separates, which is filtered off. The organic phase is concentrated to dryness, redissolved in diethyl ether and again filtered. The clear solution is concentrated to dryness to give 500 mg of the product.

後処理

  1. temperatureit is cooled to 0-5° C.
  2. concentrationThe mixture is concentrated to a little volume and diethyl ether
  3. additionis added
  4. filtrationa white solid separates, which is filtered off
  5. concentrationThe organic phase is concentrated to dryness
  6. dissolutionredissolved in diethyl ether
  7. filtrationagain filtered
  8. concentrationThe clear solution is concentrated to dryness

出典と根拠

ORDレコード
ord-df2731eb46b3468385d9e7c2d8ce0928
出典データセット
uspto-grants-2002_10
特許番号
US06472396B1

反応ノート

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