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Ammonium Chloride → HCID 57125638, 화합물

HRID 583635
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HRID 583635 반응식
CC(C)([O-])C.[K+].[CH3:7][C:8](=[CH:12][CH2:13][CH:14]1[CH2:19][CH:18]2[C:16]([CH3:20])([CH2:17]2)[C:15]1([CH3:22])[CH3:21])[C:9](=[O:11])[CH3:10].[Cl-].[NH4+]>O1CCCC1>[CH3:7][CH:8]([CH:12]=[CH:13][CH:14]1[CH2:19][CH:18]2[C:16]([CH3:20])([CH2:17]2)[C:15]1([CH3:21])[CH3:22])[C:9](=[O:11])[CH3:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 23665647Potassium tert-butoxideHCID 53673391HCID 53673391, 화합물

생성물 1

HCID 57125638HCID 57125638, 화합물수율 40%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

66.0 g of potassium tert-butoxide dissolved in 850 ml of tetrahydrofuran was added to the solution of 140 g (0.64 mol; 70% pure) of 3-methyl-5-(1,2,2-trimethylbicyclo-[3.1.0]hex-3-yl)pent-3-en-2-one in 850 ml of the same solvent at 0° C. After 30 minutes of stirring at room temperature the reaction mixture was poured on 1 1 of aqueous ammonium chloride solution. After the usual workup the crude product was purified by flash chromatography on silica gel (eluent: hexane/MTBE 19:1) to give three fractions: 5.1, 28.1 and 22.3 g containing respectively 36, 78, and 92% of 3-methyl-5-(1,2,2-trimethylbicyclo[3.1.0]hex-3-yl)pent-4-en-2-one (-40% yield).

후처리

  1. customAfter the usual workup the crude product was purified by flash chromatography on silica gel (eluent: hexane/MTBE 19:1)
  2. customto give three fractions

출처 및 근거

ORD 기록
ord-d50fd3b3dd5a468194160ed4aa829c97
출처 데이터셋
uspto-grants-1999_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05929291

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