Triethylamine → 1-Oxa-3,8-diazaspiro(4.5)decan-2-one, 8-benzyl-

HRID 565608

反応式

HRID 565608 の反応式
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([OH:16])([CH2:14][NH2:15])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:24](Cl)(Cl)=[O:25].C1(C)C=CC=CC=1>C(#N)C.C(OCC)(=O)C>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]2([O:16][C:24](=[O:25])[NH:15][CH2:14]2)[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 104210264-(Aminomethyl)-1-benzylpiperidin-4-olHCID 19083224Phosgen toluene

生成物 1

HCID 1998151-Oxa-3,8-diazaspiro(4.5)decan-2-one, 8-benzyl-

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of crude 1-benzyl-4-hydroxy-4-aminomethyl piperidine, as described above in Step A, (˜3.1 gm, 12 mmol) in acetonitrile (50 mL) containing triethyl amine (5.7 mL, 42 mmol) cooled in an ice bath was added in 1 mL portions 20% phosgene/toluene (9 mL) over a three hour period. The reaction mixture was stirred at ambient temp. for 15 hours and diluted with ethyl acetate. This solution was washed with water (2×) and the organic layer dried (anhyd. sodium sulfate), filtered, and the solvent removed under vacuum. The residue was triturated with diethyl ether and the title compound collected by filtration as a white solid, mp: 159-161° C.

後処理

  1. temperaturecooled in an ice bath
  2. washThis solution was washed with water (2×)
  3. dry with materialthe organic layer dried (anhyd. sodium sulfate)
  4. filtrationfiltered
  5. customthe solvent removed under vacuum
  6. customThe residue was triturated with diethyl ether
  7. filtrationthe title compound collected by filtration as a white solid, mp: 159-161° C.

出典と根拠

ORDレコード
ord-52baa319d75b4b72b9b4abc10cab7d1f
出典データセット
uspto-grants-2001_01
特許番号
US06172076B2

関連ノート

読み込み中…