Toluene → 1-Benzyl-4-hydroxy-4-(1,4-benzodioxan-5-yl)piperidine

HRID 963257

反応式

HRID 963257 の反応式
C1(C)C=CC=CC=1.Br[C:9]1[C:18]2[O:17][CH2:16][CH2:15][O:14][C:13]=2[CH:12]=[CH:11][CH:10]=1.C([Li])CCC.[CH2:24]([N:31]1[CH2:36][CH2:35][C:34](=[O:37])[CH2:33][CH2:32]1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>O>[CH2:24]([N:31]1[CH2:36][CH2:35][C:34]([OH:37])([C:9]2[C:18]3[O:17][CH2:16][CH2:15][O:14][C:13]=3[CH:12]=[CH:11][CH:10]=2)[CH2:33][CH2:32]1)[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

参加物

6

反応物 4

HCID 1140Toluene2 回HCID 192201-Benzyl-4-piperidoneHCID 187872685-Bromo-2,3-dihydro-1,4-benzodioxineHCID 178418339Butyllithium

生成物 1

HCID 190820021-Benzyl-4-hydroxy-4-(1,4-benzodioxan-5-yl)piperidine

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A toluene solution (10 ml) of 5-bromo-2,3-dihydrobenzo[1,4]dioxin (10 mmol) was stirred under argon at 0° C. and was treated with the dropwise addition of n-butyllithium (10 mmol) over ten minutes. After stirring for a further twenty minutes a solution of 1-benzyl-4-piperidone in toluene (10 mmol in 10 ml) was added dropwise over five minutes. Stirring was continued for two hours, at which point water (100 ml) was added and the product extracted into ethyl acetate (4×50 ml). The combined organics were washed with water (2×50 ml), brine (75 ml) and dried (MgSO4). Filtration and concentration in vacuo gave an oil.

後処理

  1. additionwas added dropwise over five minutes
  2. additionwas added
  3. extractionthe product extracted into ethyl acetate (4×50 ml)
  4. washThe combined organics were washed with water (2×50 ml), brine (75 ml)
  5. dry with materialdried (MgSO4)
  6. filtrationFiltration and concentration in vacuo
  7. customgave an oil

出典と根拠

ORDレコード
ord-3739f71d30514f818eec72796ec5874e
出典データセット
uspto-grants-1998_06
特許番号
US05763460

関連ノート

読み込み中…