Dibutyl squarate → 1-Butoxy-2-(3-bromopropylamino)-1-cyclobutene-3,4-dione

HRID 1651430노트

반응식

HRID 1651430 반응식
[Br:1][CH2:2][CH2:3][CH2:4][NH2:5].[CH2:6]([O:10][C:11]1[C:14](=O)[C:13](=[O:16])[C:12]=1[O:17]CCCC)[CH2:7][CH2:8][CH3:9]>>[CH2:6]([O:10][C:11]1[C:12](=[O:17])[C:13](=[O:16])[C:14]=1[NH:5][CH2:4][CH2:3][CH2:2][Br:1])[CH2:7][CH2:8][CH3:9]

참가 물질

3

반응물 2

HCID 65108Dibutyl squarate2회HCID 787023-Bromopropylamine

생성물 1

HCID 150787671-Butoxy-2-(3-bromopropylamino)-1-cyclobutene-3,4-dione수율 84%

실험 절차

The solution of bromopropylamine base, cooled to 0° C., was slowly added dropwise with vigorous stirring and cooling to maintain the temperature below to the methanolic solution of Step A containing 1,2-dibutoxy-1-cyclobutene-3,4-dione. The mixture was stirred at 20° C. for 2 hours, polish filtered through diatomaceous earth, washed with methanol (2×0.25L) and the filtrate was added over a period of 1 hour with vigorous stirring to water (31.1L). The mixture was stirred at 0° C. for 2 hours. The solid was collected by filtration, washed with water (3×2L) and dried to vacuo at 50° C. to give 2137 g (84% yield) of the title compound as an off-white solid; m.p.=69° C.

후처리

  1. additionwas slowly added dropwise
  2. temperaturecooling
  3. stirringThe mixture was stirred at 20° C. for 2 hours
  4. filtrationpolish filtered through diatomaceous earth
  5. washwashed with methanol (2×0.25L)
  6. additionthe filtrate was added over a period of 1 hour
  7. stirringwith vigorous stirring to water (31.1L)
  8. stirringThe mixture was stirred at 0° C. for 2 hours
  9. filtrationThe solid was collected by filtration
  10. washwashed with water (3×2L)
  11. customdried to vacuo at 50° C.

출처 및 근거

ORD 기록
ord-eab57b5a89794011b7e5a7b0ccfbab38
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04927970

반응 노트

불러오는 중…