Calcium Carbonate → 6-[3-[4-(1-Pyrrolidinyl)phenyl]propoxy]-2-hexanone

HRID 1721965ノート

反応式

HRID 1721965 の反応式
[CH3:1][C:2]1([CH2:8][CH2:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([N:22]3[CH2:26][CH2:25][CH2:24][CH2:23]3)=[CH:18][CH:17]=2)SCCCS1.C(=O)([O-])[O-:28].[Ca+2]>C1COCC1.CO.O.[Hg](Cl)Cl>[N:22]1([C:19]2[CH:20]=[CH:21][C:16]([CH2:15][CH2:14][CH2:13][O:12][CH2:11][CH2:10][CH2:9][CH2:8][C:2](=[O:28])[CH3:1])=[CH:17][CH:18]=2)[CH2:26][CH2:25][CH2:24][CH2:23]1

参加物

6

反応物 2

HCID 10112Calcium CarbonateHCID 198627331-[4-[3-[4-(2-Methyl-1,3-dithian-2-yl)butoxy]propyl]phenyl]pyrrolidine

生成物 1

HCID 198627016-[3-[4-(1-Pyrrolidinyl)phenyl]propoxy]-2-hexanone

試薬・触媒・溶媒 3

HCID 24085Mercuric Chloride触媒HCID 8028Tetrahydrofuran溶媒HCID 22242641Methanol--water (1/1)溶媒

実験手順

A solution of the product of stage (iv) (3.2 g) in THF (50 ml) was added to a stirred suspension of mercury (II) chloride (8.5 g) and calcium carbonate (3.2 g) in methanol-water (9:1, 50 ml) and the mixture was stirred at reflux for 1 h. The reaction was filtered through hyflo, the filtrate was concentrated in vacuo and the resulting oil was dissolved in chloroform (50 ml). The resulting precipitate was removed by filtration, the solvent was evaporated and the residue was purified by FCC (System D 19:1→4:1) to give the title compound as a crystalline mass (1.4 g) m.p. 30°-31°.

後処理

  1. temperatureat reflux for 1 h
  2. filtrationThe reaction was filtered through hyflo
  3. concentrationthe filtrate was concentrated in vacuo
  4. dissolutionthe resulting oil was dissolved in chloroform (50 ml)
  5. customThe resulting precipitate was removed by filtration
  6. customthe solvent was evaporated
  7. customthe residue was purified by FCC (System D 19:1→4:1)

出典と根拠

ORDレコード
ord-5f2ef6d99d184d2296edef7dfc469a1a
出典データセット
uspto-grants-1989_08
特許番号
US04853381

反応ノート

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