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Water → HCID 19992337、化合物

HRID 345486
ノート
印刷プレビュー

反応式

HRID 345486 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)([CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[OH:9])=[CH:4][CH:3]=1.Cl[CH2:24][CH2:25][C:26]([N:28]([CH3:35])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:27].C(=O)([O-])[O-].[Na+].[Na+].O>CN(C)C=O.[I-].[K+]>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:16]2[CH:17]=[CH:18][C:19]([F:22])=[CH:20][CH:21]=2)([OH:9])[CH:10]2[CH2:11][CH2:12][N:13]([CH2:24][CH2:25][C:26]([N:28]([CH3:35])[C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[O:27])[CH2:14][CH2:15]2)=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 33143863-chloro-N-methyl-N-phenylpropanamideHCID 11208889Bis(4-fluorophenyl)(piperidin-4-yl)methanol

生成物 1

HCID 19992337HCID 19992337、化合物収率 72%

試薬・触媒・溶媒 2

HCID 4875Potassium Iodide
触媒
HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 10.0 g (0.033 mole) of α,α-bis(4-fluorophenyl)-4-piperidine-methanol, 6.5 g (0.033 mole) of 3-chloro-N-methyl-N-phenylpropanamide, 14.0 g (0.132 mole) of anhydrous sodium carbonate and 0.3 g (0.002 mole) of potassium iodide in 100 ml of N,N-dimethylformamide was heated on a steam bath for 16 h. The mixture was poured into 2 L of water and extracted three times with 500 mL portions of ethyl acetate. The ethyl acetate fractions were combined, washed with water and brine, dried (MgSO4) and concentrated under reduced pressure to give a yellow glass. The glass was purified by column chromatography using 250 g of silica gel on a 65 cm×4 column, eluted with ethyl acetate. The fractions containing the desired product were combined and concentrated under reduced pressure to yield 11.0 g (72%) of a white solid. A portion of this solid was recrystallized from ethyl ether to give a white solid, mp 73°-75° C.

後処理

  1. temperaturewas heated on a steam bath for 16 h
  2. extractionextracted three times with 500 mL portions of ethyl acetate
  3. washwashed with water and brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated under reduced pressure
  6. customto give a yellow glass
  7. customThe glass was purified by column chromatography
  8. washeluted with ethyl acetate
  9. additionThe fractions containing the desired product
  10. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-5b1d2dd8f508468f9e5aae9150e5daac
出典データセット
uspto-grants-1991_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05057524

反応ノート

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