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Water → 1-Adamantan-2-yl-4,4-dimethyl-imidazolidin-2-one

HRID 1092333
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HRID 1092333 반응식
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH:2]1[NH:11][CH2:12][C:13]([CH3:16])([NH2:15])[CH3:14])[CH2:8]2.[C:17](N1C=CN=C1)(N1C=CN=C1)=[O:18].O>C1COCC1>[CH:3]12[CH2:9][CH:7]3[CH2:6][CH:5]([CH2:10][CH:1]([CH2:8]3)[CH:2]1[N:11]1[CH2:12][C:13]([CH3:16])([CH3:14])[NH:15][C:17]1=[O:18])[CH2:4]2
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참가 물질

5

반응물 3

HCID 962WaterHCID 682631,1'-CarbonyldiimidazoleHCID 84088000N1-Adamantan-2-yl-2-methyl-propane-1,2-diamine

생성물 1

HCID 249665551-Adamantan-2-yl-4,4-dimethyl-imidazolidin-2-one수율 91.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

N1-Adamantan-2-yl-2-methyl-propane-1,2-diamine (250 mg) was dissolved in dry THF (6 mL) under argon and carbonyldiimidazole (182 mg) was added. The resulting mixture was allowed to stir at RT for 48 hours. The mixture was poured into water/0.5 M HCl and extracted with ethyl acetate. The organic layer was separated, washed with brine, dried over Na2SO4 and evaporated. The residue was purified by flash chromatography using (a gradient of 10 to 70% ethyl acetate in heptane as an eluent. The fractions containing the desired material were combined and evaporated to leave 1-adamantan-2-yl-4,4-dimethyl-imidazolidin-2-one as a white solid (256 mg). MS (EI): 248.3 (M+).

후처리

  1. extractionextracted with ethyl acetate
  2. customThe organic layer was separated
  3. washwashed with brine
  4. dry with materialdried over Na2SO4
  5. customevaporated
  6. customThe residue was purified by flash chromatography
  7. additionThe fractions containing the desired material
  8. customevaporated

출처 및 근거

ORD 기록
ord-f33478646b564644896c3c4460e00ff5
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08129423B2

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