Iodine → 2-(1-Benzyl-4-heptyl-4-piperidyloxy)-ethanol

HRID 329034ノート

反応式

HRID 329034 の反応式
[CH2:1](Br)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[Mg].II.[CH2:12]([N:19]1[CH2:28][CH2:27][C:22]2([O:26][CH2:25][CH2:24][O:23]2)[CH2:21][CH2:20]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(I)C.C1C=CC=CC=1.CCOCC>[CH2:12]([N:19]1[CH2:20][CH2:21][C:22]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])([O:26][CH2:25][CH2:24][OH:23])[CH2:27][CH2:28]1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

参加物

8

反応物 4

HCID 807IodineHCID 123691-BromoheptaneHCID 7264498-Benzyl-1,4-dioxa-8-azaspiro[4.5]decaneHCID 5462224Magnesium

生成物 1

HCID 214409382-(1-Benzyl-4-heptyl-4-piperidyloxy)-ethanol

試薬・触媒・溶媒 3

HCID 6340Iodoethane触媒HCID 241Benzene溶媒HCID 3283Diethyl Ether溶媒

実験手順

A solution of 101.5 g of n-heptyl bromide in 300 ml was added over 1 hour under a nitrogen atmosphere to a flask containing 9.6 g of magnesium turnings, 50 ml of ether, 3 drops of ethyl iodide and an iodine crystal and the mixture was stirred for 1 hour. A solution of 46.6. g of 8-benzyl-1,4-dioxa-8-azaspiro [4,5] decane in 1 liter of anhydrous benzene was added to the resulting solution and after removal of the ether, the mixture was refluxed for 16 hours. The solution was then cooled and 20 ml of water followed by 400 ml of a saturated aqueous ammonium chloride solution was added with stirring. The organic phase was decanted and the solvent was distilled under reduced pressure. The residue was rectified to obtain 40 g of 2-(1-benzyl-4-heptyl-4-piperidyloxy)-ethanol as an oil distilling between 150° to 200° C. The oil was used as is for the next step.

後処理

  1. customafter removal of the ether
  2. temperaturethe mixture was refluxed for 16 hours
  3. temperatureThe solution was then cooled
  4. additionwas added
  5. customThe organic phase was decanted
  6. distillationthe solvent was distilled under reduced pressure

出典と根拠

ORDレコード
ord-2560411da3494ae28b9ecb78dd4b4fd8
出典データセット
uspto-grants-1977_04
特許番号
US04018922

反応ノート

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