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Potassium Carbonate → 2-n-Butyl-4-chloro-1-(4-bromobenzyl)-5-formylimidazole

HRID 1591377
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HRID 1591377 반응식
[CH2:1]([C:5]1[NH:6][C:7]([CH:11]=[O:12])=[C:8]([Cl:10])[N:9]=1)[CH2:2][CH2:3][CH3:4].[Br:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18]Br)=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+].CN(C)C(=O)C>C1(C)C=CC=CC=1.O>[CH2:1]([C:5]1[N:6]([CH2:18][C:17]2[CH:20]=[CH:21][C:14]([Br:13])=[CH:15][CH:16]=2)[C:7]([CH:11]=[O:12])=[C:8]([Cl:10])[N:9]=1)[CH2:2][CH2:3][CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 31374DimethylacetamideHCID 685274-Bromobenzyl bromideHCID 178418251HCID 178418251, 화합물

생성물 1

HCID 99505572-n-Butyl-4-chloro-1-(4-bromobenzyl)-5-formylimidazole수율 89.9%

시약·촉매·용매 2

HCID 962Water
용매
HCID 1140Toluene용매

실험 절차

A mixture of 2-n-butyl-4-chloro-1H-imidazole-5-carboxaldehyde (0.6 m=111.9 g), p-bromobenzylbromide (0.6 m=153.02 g), anhydrous potassium carbonate (0.75 m=103.5 g), and dry N,N-dimethylacetamide (900 mL) was stirred at room temperature for 4 hours. The mixture was diluted with 1.2L of toluene and 1.8L of water. After mixing for half an hour, the layers were separated. The organic layer was washed two more times with 900 mL portions of water, then dried over magnesium sulfate. The drying agent was removed by filtration and the filtrate was concentrated. The residual oil was pumped overnight to a weight of 191.71 g (89.9% yield).

후처리

  1. additionAfter mixing for half an hour
  2. customthe layers were separated
  3. washThe organic layer was washed two more times with 900 mL portions of water
  4. dry with materialdried over magnesium sulfate
  5. customThe drying agent was removed by filtration
  6. concentrationthe filtrate was concentrated
  7. waitThe residual oil was pumped overnight to a weight of 191.71 g (89.9% yield)

출처 및 근거

ORD 기록
ord-736203f0521443fc931ef38db480a950
출처 데이터셋
uspto-grants-1993_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05206374

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