Diethyl Ether → Benzyl 3-benzyl-2,2-dimethyl-4-oxoimidazolidine-1-carboxylate

HRID 1675184노트

반응식

HRID 1675184 반응식
[CH2:1]([N:8]1[C:12](=[O:13])[CH2:11][NH:10][C:9]1([CH3:15])[CH3:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:16]([O:23][C:24](Cl)=[O:25])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.OS([O-])(=O)=O.[K+].CCOCC>C(Cl)Cl.CN(C)C1C=CN=CC=1>[CH2:1]([N:8]1[C:12](=[O:13])[CH2:11][N:10]([C:24]([O:23][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:25])[C:9]1([CH3:15])[CH3:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

7

반응물 4

HCID 3283Diethyl EtherHCID 10387Benzyl chloroformate2회HCID 516920Potassium bisulfateHCID 574330893-Benzyl-2,2-dimethylimidazolidin-4-one

생성물 1

HCID 57433090Benzyl 3-benzyl-2,2-dimethyl-4-oxoimidazolidine-1-carboxylate

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

A cold (0° C.) solution of 3-benzyl-2,2-dimethylimidazolidin-4 -one (2.28 g, 11.16 mmol) in CH2Cl2 (25 mL) was treated with benzylchloroformate (0.96 mL, 6.70 mmol), a solution of 4-dimethylaminopyridine (1.71 g, 13.95 mmol) in CH2Cl2 (10 mL), and again with benzylchloroformate (0.96 mL, 6.70 mmol). The solution was stirred for 30 min and poured into aqueous 10% KHSO4 solution. The layers were separated, and the organic was washed twice with water and once with brine. The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo to afford an orange oil. The oil was treated with Et2O causing a precipitate which was filtered to afford the product as a white solid. 1H NMR (400 MHz, CDCl3) δ 7.37 (m, 10H), 5.14 (s, 2H), 4.54 (s, 2H), 4.11 (s, 6H), 1.56 (s, 6H); ES MS (M+1)=339.

후처리

  1. customThe layers were separated
  2. washthe organic was washed twice with water and once with brine
  3. dry with materialThe organic layer was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customto afford an orange oil
  7. filtrationwas filtered

출처 및 근거

ORD 기록
ord-e45e0781e6024429be02e05fe2ff6c85
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08003653B2

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