Potassium Carbonate → HCID 53779795, 화합물

HRID 1648100노트

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HRID 1648100 반응식
[OH:1][C:2]1[CH:12]=[CH:11][C:5]2[C:6](=[O:10])[CH2:7][CH2:8][O:9][C:4]=2[C:3]=1[CH2:13][CH2:14][CH3:15].[CH2:16]([O:18][C:19](=[O:46])[CH2:20][CH2:21][C:22]1[C:31]2[C:26](=[CH:27][CH:28]=[C:29]([O:32][CH2:33][C:34]([O:36][CH2:37][CH3:38])=[O:35])[CH:30]=2)[CH:25]=[CH:24][C:23]=1[O:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44]Br)[CH3:17].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[CH2:16]([O:18][C:19](=[O:46])[CH2:20][CH2:21][C:22]1[C:31]2[C:26](=[CH:27][CH:28]=[C:29]([O:32][CH2:33][C:34]([O:36][CH2:37][CH3:38])=[O:35])[CH:30]=2)[CH:25]=[CH:24][C:23]=1[O:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][O:1][C:2]1[CH:12]=[CH:11][C:5]2[C:6](=[O:10])[CH2:7][CH2:8][O:9][C:4]=2[C:3]=1[CH2:13][CH2:14][CH3:15])[CH3:17]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 153182992,3-dihydro-7-hydroxy-8-propyl-4H-1-benzopyran-4-oneHCID 54246863HCID 54246863, 화합물

생성물 1

HCID 53779795HCID 53779795, 화합물수율 81.3%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

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온도
94 °C

실험 절차

A mixture of 0.454 g (2.2 mmol) of 2,3-dihydro-7-hydroxy-8-propyl-4H-1-benzopyran-4-one, 1.09 g (2.2 mmol) of 2-[(5-bromopentyl)oxy]-7-(2-ethoxy-2-oxoethoxy)-1-naphthalenepropanoic acid ethyl ester from the preceding example, 1.23 g (8.9 mmol) of anhydrous granular potassium carbonate and 32.5 mL of 2-butanone was heated at 94° C. for 22 hr. After being cooled to room temperature, the mixture was filtered through some anhydrous magnesium sulfate. The solids were washed thoroughly with ethyl acetate and the filtrate and washes were combined and concentrated in vacuo. The residue was flash chromatographed on 200 g of silica gel, eluting with hexane-ethyl acetate (2:1) affording 1.11 g (81%) of the title compound as a white solid, mp 68°-69.5° C.

후처리

  1. temperatureAfter being cooled to room temperature
  2. filtrationthe mixture was filtered through some anhydrous magnesium sulfate
  3. washThe solids were washed thoroughly with ethyl acetate
  4. concentrationconcentrated in vacuo
  5. customchromatographed on 200 g of silica gel
  6. washeluting with hexane-ethyl acetate (2:1)

출처 및 근거

ORD 기록
ord-b74b806ee3454ae1a97b98d97bc943c0
출처 데이터셋
uspto-grants-1995_07
특허 번호
US05434186

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