Hydrochloric Acid → 1-Benzoyl-3-[1-(2-[1,4-benzodioxan-2-yl]-2-hydroxyethyl)piperid-4-yl]-urea

HRID 225144ノート

反応式

HRID 225144 の反応式
[C:1]([NH:9][C:10]([NH:12][CH:13]1[CH2:18][CH2:17][N:16]([CH2:19][C:20]([CH:22]2[O:27][C:26]3[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=3[O:24][CH2:23]2)=[O:21])[CH2:15][CH2:14]1)=[O:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].O.Cl>CO.[OH-].[Na+]>[C:1]([NH:9][C:10]([NH:12][CH:13]1[CH2:14][CH2:15][N:16]([CH2:19][CH:20]([CH:22]2[O:27][C:26]3[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=3[O:24][CH2:23]2)[OH:21])[CH2:17][CH2:18]1)=[O:11])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 4311764Sodium borohydrideHCID 126085861-Benzoyl-3-[1-(2-[1,4-benzodioxan-2-yl]-2-oxoethyl)piperid-4-yl]-urea

生成物 1

HCID 126085921-Benzoyl-3-[1-(2-[1,4-benzodioxan-2-yl]-2-hydroxyethyl)piperid-4-yl]-urea

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 14798Sodium Hydroxide溶媒

実験手順

1-Benzoyl-3-[1-(2-[1,4-benzodioxan-2-yl]-2-oxoethyl)piperid-4-yl]-urea (7.21 g, 0.017 mol) was suspended in methanol (80 cm3) and was stirred at room temperature. Sodium borohydride (1.0 g, 0.026 mol) in 2N sodium hydroxide (10 cm3) was added dropwise to the stirring solution and then left to stir for a further hour. Water was added and the solid filtered off and dried (5.41 g, 75%). A. T.L.C. of a small portion of the solid was run in freshly prepared toluene: ethanol: 0.880 ammonia (90:10:1 by volume) on a silica plate and was found to contain two components having RF values of about 0.30 and 0.34. The solid was recrystallised from n-butyl acetate (9 times) to give the component (1.19 g) with the lower RF value. This was suspended in a small amount of methanol and ethanolic HCl added until the solution was just acidic. The hydrochloride of the title compound (0.96 g, 74%) was collected.

後処理

  1. waitleft
  2. stirringto stir for a further hour
  3. filtrationthe solid filtered off
  4. customdried (5.41 g, 75%)
  5. customThe solid was recrystallised from n-butyl acetate (9 times)
  6. customto give the component (1.19 g) with the lower RF value
  7. additionadded until the solution
  8. customThe hydrochloride of the title compound (0.96 g, 74%) was collected

出典と根拠

ORDレコード
ord-0309968e12cb464eb994a24632eb2221
出典データセット
uspto-grants-1980_11
特許番号
US04235915

反応ノート

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