홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Potassium Hydroxide → Ethyl 2-(4-benzyloxybenzyl)-5-phenylvalerate

HRID 1859944
노트
인쇄 미리보기

반응식

HRID 1859944 반응식
[OH-].[K+].[CH2:3]([O:10][C:11]1[CH:37]=[CH:36][C:14]([CH2:15][C:16]([CH2:27][CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)(C(OCC)=O)[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:13][CH:12]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>COCCO.O>[CH2:3]([O:10][C:11]1[CH:12]=[CH:13][C:14]([CH2:15][CH:16]([CH2:27][CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:36][CH:37]=1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 14797Potassium HydroxideHCID 18625695Diethyl 2-(4-benzyloxybenzyl)-2-(3-phenylpropyl)malonate

생성물 1

HCID 18625892Ethyl 2-(4-benzyloxybenzyl)-5-phenylvalerate수율 100.1%

시약·촉매·용매 2

HCID 962Water용매HCID 80192-Methoxyethanol용매

반응 조건

온도
130 °C

실험 절차

Potassium hydroxide (2.00 g) was added to a solution of diethyl 2-(4-benzyloxybenzyl)-2-(3-phenylpropyl)malonate (3.91 g) in a mixture of 2-methoxyethanol (30 ml) and water (3 ml). The mixture was stirred at 130° C. in an oil bath for 1.5 hours. At the end of this time the reaction mixture was partitioned between ethyl acetate and water and the mixture was acidified with aqueous hydrogen chloride solution (6N). The ethyl acetate layer was separated and washed with aqueous sodium chloride solution and dried over anhydrous magnesium sulfate and concentrated. A solution of the residual syrup in xylene (20 ml) was stirred for 1 hour and then concentrated. Concentrated sulfuric acid (1 ml) was added to a solution of the syrup residue of 2-(4-benzyloxybenzyl)-5-phenylvaleric acid in ethanol (40 ml). The mixture was stirred at 80° C. for 3 hours and allowed to stand at ambient temperature for 16 hours. At the end of this time the reaction mixture was concentrated and the residue was partitioned between ethyl acetate and water. The ethyl acetate layer was separated and dried over anhydrous magnesium sulfate and concentrated to dryness to afford the desired compound (3.32 g) as a syrup.

후처리

  1. customAt the end of this time the reaction mixture was partitioned between ethyl acetate and water
  2. customThe ethyl acetate layer was separated
  3. washwashed with aqueous sodium chloride solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. stirringA solution of the residual syrup in xylene (20 ml) was stirred for 1 hour
  7. concentrationconcentrated
  8. additionConcentrated sulfuric acid (1 ml) was added to a solution of the syrup residue of 2-(4-benzyloxybenzyl)-5-phenylvaleric acid in ethanol (40 ml)
  9. stirringThe mixture was stirred at 80° C. for 3 hours
  10. waitto stand at ambient temperature for 16 hours
  11. concentrationAt the end of this time the reaction mixture was concentrated
  12. customthe residue was partitioned between ethyl acetate and water
  13. customThe ethyl acetate layer was separated
  14. dry with materialdried over anhydrous magnesium sulfate
  15. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-aed41ea71891457f9c497e20548849f2
출처 데이터셋
uspto-grants-2003_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06528525B1

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트