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Potassium Carbonate → HCID 68525779, 화합물

HRID 2221306
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HRID 2221306 반응식
CC1(C)O[C@@H](COS([C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)(=O)=O)CO1.[C:20]1([S:26]([C:29]2[CH:34]=[CH:33][C:32]([OH:35])=[C:31]([Br:36])[CH:30]=2)(=[O:28])=[O:27])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(=O)([O-])[O-:38].[K+].[K+]>C(#N)C.C(OCC)(=O)C>[C:20]1([S:26]([C:29]2[CH:34]=[CH:33][C:32]([O:35][CH2:13][C@@H:12]3[CH2:17][CH2:16][C:15]([CH3:18])([CH3:14])[O:38]3)=[C:31]([Br:36])[CH:30]=2)(=[O:27])=[O:28])[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

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반응물 3

HCID 11430Potassium CarbonateHCID 6993835(R)-(-)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-ToluenesulfonateHCID 597108924-Benzenesulfonyl-2-bromo-phenol

생성물 1

HCID 68525779HCID 68525779, 화합물

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate
용매

실험 절차

Toluene-4-(R)-sulfonic acid 2,2-dimethyl-[1,3]dioxolan-4-yl-methyl ester (0.99 g; 0.003 mol) was added to a suspension of 4-benzenesulfonyl-2-bromo-phenol (0.91 g; 0.003 mol, prepared by the procedure of Sung-Eun et al. as described in Example 1) and potassium carbonate (0.88 g; 0.0006 mol) in acetonitrile (4 mL). The mixture was heated under reflux for 72 hours. After cooling to ambient temperature the mixture was diluted with ethyl acetate, filtered, washed with water and saturated sodium bicarbonate, dried (Na2SO4) and concentrated in vacuo. The crude material was purified by crystallization from diethyl ether-hexane to give 4-(S)-(4-benzenesulfonyl-2-bromo-phenoxymethyl)-2,2-dimethy-[3,3]dioxolan as a white crystalline (1.41 g; 84%). Mp. 115.8-118.5° C., [α]=+20.2° (methanol; c=1).

후처리

  1. custom0.003 mol, prepared by the procedure of Sung-Eun et al.
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 72 hours
  4. filtrationfiltered
  5. washwashed with water and saturated sodium bicarbonate
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated in vacuo
  8. customThe crude material was purified by crystallization from diethyl ether-hexane

출처 및 근거

ORD 기록
ord-5fafdc668f344fffa57050e304a6c781
출처 데이터셋
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07368567B2

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