Sodium Carbonate → 1-(Tetrahydro-2-furoyl)piperazine

HRID 343273

反応式

HRID 343273 の反応式
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)=[O:7].Br.O1CCCC1C(N1CCNCC1)=O.[OH-].[Na+].C([O-])([O-])=O.[Na+].[Na+]>CO.[Ni].O>[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6]([N:8]1[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]1)=[O:7]

参加物

8

反応物 4

HCID 10340Sodium CarbonateHCID 14798Sodium HydroxideHCID 5502061-(2-Furoyl)piperazineHCID 162172521-(2-Tetrahydrofuroyl)piperazine hydrobromide

生成物 1

HCID 27346411-(Tetrahydro-2-furoyl)piperazine

試薬・触媒・溶媒 3

HCID 935Nickel触媒HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

The furoylpiperazine of Example 1 was converted to the hydrobromide salt (m.p. 173°-175° C.). This salt (39.0 g) in 250 ml methyl alcohol and 9.0 g Raney nickel was hydrogenated at 3 atm. After uptake of H2 ceased, the catalyst was filtered, the solvent concentrated, and the residue crystallized from isopropyl alcohol to give 35.2 g. tetrahydrofuroylpiperazine HBr, m.p. 152°-156° C. This was suspended in 20 ml H2O. Then 10.5 g 50%, NaOH solution was added slowly followed by 2.0 g solid Na2CO3. This was extracted with 4×100 ml portions of warm CHCl3. The CHCl3 extractions were distilled to give 22.5 g tetrahydrofurolylpiperazine, b.p. 120°-125° C./0.2 mm Hg.

後処理

  1. filtrationthe catalyst was filtered
  2. concentrationthe solvent concentrated
  3. customthe residue crystallized from isopropyl alcohol
  4. customto give 35.2 g
  5. extractionThis was extracted with 4×100 ml portions of warm CHCl3
  6. extractionThe CHCl3 extractions
  7. distillationwere distilled
  8. customto give 22.5 g tetrahydrofurolylpiperazine, b.p. 120°-125° C./0.2 mm Hg

出典と根拠

ORDレコード
ord-0ce1210b61264f4391e1f370710c5052
出典データセット
uspto-grants-1999_01
特許番号
US05861309

関連ノート

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