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Hydrochloric Acid → Spiro(indole-3,4'-piperidin)-2(1H)-one

HRID 565609
ノート
印刷プレビュー

反応式

HRID 565609 の反応式
C(OC([N:8]1[CH2:13][CH2:12][C:11]2([C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[NH:15][C:14]2=[O:22])[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>C(OCC)(=O)C>[NH:8]1[CH2:13][CH2:12][C:11]2([C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[NH:15][C:14]2=[O:22])[CH2:10][CH2:9]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 21268375tert-Butyl 2-oxo-1,2-dihydro-1'H-spiro[indole-3,4'-piperidine]-1'-carboxylate

生成物 1

HCID 18435788Spiro(indole-3,4'-piperidin)-2(1H)-one

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 1′-tert-butoxycarbonyl-spiro[3H-indole-3,4′-piperidin]-2(1H)-one, as described above in Step A, (551 mg, 1.70 mmol) in ethyl acetate saturated with HCl (5 mL) was stirred at ambient temp. for 3 hours as the product salt slowly crystallized out. This salt was collected by filtration and partitioned between methylene chloride and aqueous sat'd. sodium carbonate. The organic layer was separated off, dried (anhyd. sodium sulfate) filtered, and the solvent removed under vacuum. The residue was triturated with diethyl ether to give the title compound as a white solid, mp: 184-186° C.

後処理

  1. customslowly crystallized out
  2. filtrationThis salt was collected by filtration
  3. custompartitioned between methylene chloride and aqueous sat'd
  4. customThe organic layer was separated off
  5. dry with materialdried (anhyd. sodium sulfate)
  6. filtrationfiltered
  7. customthe solvent removed under vacuum
  8. customThe residue was triturated with diethyl ether

出典と根拠

ORDレコード
ord-129bbeb1bee8434bab21c55ee132fbb2
出典データセット
uspto-grants-2001_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06172076B2

反応ノート

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