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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Bicyclo(2.2.1)heptan-2-one → 1-Methyl-5-[3-(Bicyclo[2.2.1]hept-2-ylamino)-4-Methoxyphenyl]-2-Imidazolidinone

HRID 487361
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인쇄 미리보기

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HRID 487361 반응식
[CH3:1][N:2]1[CH:6]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[C:9]([NH2:15])[CH:8]=2)[CH2:5][NH:4][C:3]1=[O:16].[CH2:17]1[CH:21]2[CH2:22][C:23](=O)[CH:19]([CH2:20]2)[CH2:18]1.C([BH3-])#N.[Na+].[OH-].[Na+]>C(O)(=O)C.CCOCC.C(OCC)(=O)C>[CH3:1][N:2]1[CH:6]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[C:9]([NH:15][CH:18]3[CH2:17][CH:21]4[CH2:20][CH:19]3[CH2:23][CH2:22]4)[CH:8]=2)[CH2:5][NH:4][C:3]1=[O:16]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 10345Bicyclo(2.2.1)heptan-2-oneHCID 14798Sodium HydroxideHCID 5003444Sodium cyanoborohydrideHCID 193788821-Methyl-5-(3-Amino-4-Methoxyphenyl)-2-Imidazolidinone

생성물 1

HCID 140102051-Methyl-5-[3-(Bicyclo[2.2.1]hept-2-ylamino)-4-Methoxyphenyl]-2-Imidazolidinone수율 10.1%

시약·촉매·용매 3

HCID 176
Acetic Acid
용매
HCID 3283Diethyl Ether용매
HCID 8857Ethyl Acetate용매

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온도
5 °C

실험 절차

The aniline of Example 51 (3.07 g, 17.95 mmol) is dissolved in 60 ml of glacial acetic acid and to this is added norcamphor (2.37 g, 21.54 mmol). The reaction is cooled to 5° C. and to it is added sodium cyanoborohydride (1.36 g, 21.54 mmol). The reaction is poured onto ice and is pH adjusted to 7 with 1 normal NaOH solution. The aqueous is extracted with methylene chloride dried over MgSO4, filtered and concentrated in vacuo to afford a brown oil which is flashed on SiO2 with ethyl acetate as the eluent. The appropriate fractions are combined and concentrated in vacuo to yield a white paste which is tritarted with ether to yield 0.57 g (10%) of the product as a white crystalline solid. MP=171°-174° C.

후처리

  1. additionThe reaction is poured onto ice
  2. extractionThe aqueous is extracted with methylene chloride
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customto afford a brown oil which
  7. concentrationconcentrated in vacuo
  8. customto yield a white paste which

출처 및 근거

ORD 기록
ord-677753999e4f43728c5026a3dab1ba62
출처 데이터셋
uspto-grants-1994_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05294730

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