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Triethylamine → HCID 12985692、化合物

HRID 2184221
ノート
印刷プレビュー

反応式

HRID 2184221 の反応式
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][C:15]([N:17]2[CH2:22][CH2:21][CH:20]([OH:23])[CH2:19][CH2:18]2)=[O:16])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[S:31](Cl)([CH3:34])(=[O:33])=[O:32]>C1(C)C=CC=CC=1>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][C:15]([N:17]2[CH2:22][CH2:21][CH:20]([O:23][S:31]([CH3:34])(=[O:33])=[O:32])[CH2:19][CH2:18]2)=[O:16])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=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

5

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 10381067HCID 10381067、化合物

生成物 1

HCID 12985692HCID 12985692、化合物収率 84.7%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
66 °C

実験手順

To a mixture of 4.75 g (0.015 mol) of 1-(1-benzyl-4-piperidylacetyl)-4-hydroxypiperidine [1], 51 g of toluene, 1.68 g (0.017 mol) of triethylamine, 1.87 g (0.016 mol) of mesyl chloride was added dropwise at a temperature in the range of 0 to 10° C. and the reaction was allowed to proceed for 2 hours at the temperature in the range. Thereafter, the reaction mixture was washed with an aqueous solution of sodium hydrogencarbonate and an aqueous solution of sodium chloride. The resultant organic layer was dried with anhydrous magnesium sulfate and concentrated under a reduced pressure. To the concentrated residue, 7 g of 2-propanol and 43 g of diisopropyl ether were added and the temperature of the mixture was increased. The mixture was stirred for 0.3 hours at a reflux temperature of 66° C. Thereafter the mixture was cooled to room temperature and subjected to filtration. The resultant wet crystal was dried under a reduced pressure, whereby 5.01 g of the title compound in the state of white powder was obtained (the yield was 84.7%).

後処理

  1. additionwas added dropwise at a temperature in the range of 0 to 10° C.
  2. washThereafter, the reaction mixture was washed with an aqueous solution of sodium hydrogencarbonate
  3. dry with materialThe resultant organic layer was dried with anhydrous magnesium sulfate
  4. concentrationconcentrated under a reduced pressure
  5. additionTo the concentrated residue, 7 g of 2-propanol and 43 g of diisopropyl ether were added
  6. temperaturethe temperature of the mixture was increased
  7. temperatureThereafter the mixture was cooled to room temperature
  8. filtrationsubjected to filtration
  9. dry with materialThe resultant wet crystal was dried under a reduced pressure, whereby 5.01 g of the title compound in the state of white powder
  10. customwas obtained (the yield was 84.7%)

出典と根拠

ORDレコード
ord-74165972a08c4f319d9c55a453758981
出典データセット
uspto-grants-2005_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06900326B2

反応ノート

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