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Potassium Carbonate → tert-butyl-7-[3-(5-Methyl-2-phenyl-4-oxazolyl)propoxy]chromane-3-carboxylate

HRID 268700
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HRID 268700 반응식
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH:7]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][O:9]2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].CS(O[CH2:30][CH2:31][CH2:32][C:33]1[N:34]=[C:35]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[O:36][C:37]=1[CH3:38])(=O)=O>CC#N.C(OCC)C>[C:15]([O:14][C:12]([CH:7]1[CH2:6][C:5]2[C:10](=[CH:11][C:2]([O:1][CH2:30][CH2:31][CH2:32][C:33]3[N:34]=[C:35]([C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=4)[O:36][C:37]=3[CH3:38])=[CH:3][CH:4]=2)[O:9][CH2:8]1)=[O:13])([CH3:18])([CH3:17])[CH3:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 220878333-(5-Methyl-2-phenyl-1,3-oxazol-4-yl)propyl methanesulfonateHCID 59832111Tert-butyl 7-hydroxychromane-3-carboxylate

생성물 1

HCID 69279614tert-butyl-7-[3-(5-Methyl-2-phenyl-4-oxazolyl)propoxy]chromane-3-carboxylate

시약·촉매·용매 2

HCID 3283Diethyl Ether용매
HCID 6342
Acetonitrile
용매

실험 절차

To a stirred solution of tert-butyl 7-hydroxychromane-3-carboxylate (250 mg, 1 mmol) in CH3CN (10 ml), K2CO3 (414 mg) and 3-(5-methyl-2-phenyl-1,3-oxazol-4-yl)propyl methanesulfonate (325 mg) were added and the reaction mixture was heated under reflux for overnight. The reaction mixture was cooled to room temperature and diluted with 30 mL of diethyl ether. The diluted solution was passed through a pad of silica and the silica was washed with more ether. The ether solution was evaporated to dryness and purified using silica chromatography. The product was isolated as a white sold (397 mg, 88%).

후처리

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for overnight
  3. washthe silica was washed with more ether
  4. customThe ether solution was evaporated to dryness
  5. custompurified
  6. customThe product was isolated as

출처 및 근거

ORD 기록
ord-f4b3c15d976d4c24b6e3b2b89e5cb375
출처 데이터셋
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07446127B2

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