Triethylamine → 2-[4-[3-Chloro-4-(hydroxymethyl)phenyl]-1-piperazinyl]-1-(2-furanyl)-1-propanone

HRID 462425ノート

反応式

HRID 462425 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:5]=[CH:4][C:3]=1[CH2:14][OH:15].C(N(CC)CC)C.Cl[CH2:24][CH2:25][C:26]([C:28]1[O:29][CH:30]=[CH:31][CH:32]=1)=[O:27]>O1CCCC1>[Cl:1][C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][N:11]([CH:25]([CH3:24])[C:26]([C:28]3[O:29][CH:30]=[CH:31][CH:32]=3)=[O:27])[CH2:10][CH2:9]2)[CH:5]=[CH:4][C:3]=1[CH2:14][OH:15]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 134571012-Chloro-4-(1-piperazinyl)benzenemethanolHCID 203982953-Chloro-1-(2-furanyl)-1-propanone

生成物 1

HCID 203982932-[4-[3-Chloro-4-(hydroxymethyl)phenyl]-1-piperazinyl]-1-(2-furanyl)-1-propanone

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

At ~25°, a solution of 2-chloro-4-(1-piperaziny)-benzenemethanol 3.0 g, 13.2 mmole) in 30 ml of tetrahydrofuran and 4 ml of triethylamine was added during five minutes to a solution of 3-chloro-1-(2-furanyl)-1-propanone (2.8 g. 13.3 mmole based on 75% purity). The mixture was stirred at 25° for one hour (a white precipitate formed) and was then heated under reflux for one half hour. The mixture was then filtered and the filtrate was evaporated at reduced pressure (<40°) to give an orange, heavy oil. The oil was triturated at 25° first with petroleum ether (30°-60°; two times, 50 ml) and then with diethyl ether. The orange-brown solid was collected, washed with a little diethyl ether, recrystallized from 25 ml of toluene, and finally triturated with diethyl ether (two times, 20 ml) and dried to give 3.10 g (67%), mp 95°-98° (Table 3).

後処理

  1. customformed) and
  2. temperaturewas then heated
  3. temperatureunder reflux for one half hour
  4. filtrationThe mixture was then filtered
  5. customthe filtrate was evaporated at reduced pressure (<40°)
  6. customto give an orange, heavy oil
  7. customThe oil was triturated at 25° first with petroleum ether (30°-60°; two times, 50 ml)
  8. customThe orange-brown solid was collected
  9. washwashed with a little diethyl ether
  10. customrecrystallized from 25 ml of toluene
  11. customfinally triturated with diethyl ether (two times, 20 ml)
  12. customdried
  13. customto give 3.10 g (67%), mp 95°-98° (Table 3)

出典と根拠

ORDレコード
ord-c5f0c501628641a79ce448d7bdc60f95
出典データセット
uspto-grants-1985_05
特許番号
US04515793

反応ノート

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