Triethylamine → 3-[(8-Methoxy-2,2-dimethyl-2H-chromen-5-yl)amino]-2-naphthoic acid

HRID 478693노트

반응식

HRID 478693 반응식
Br[C:2]1[C:3]([C:12]([OH:14])=[O:13])=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.CO[C:17]1[CH:28]=[C:27]([NH2:29])[C:20]2[CH:21]=[CH:22][C:23]([CH3:26])([CH3:25])[O:24][C:19]=2[CH:18]=1.[C:30]([O-])(=[O:32])C.[K+].C(N(CC)CC)C>CC(O)C.CC([O-])=O.CC([O-])=O.[Cu+2].O.ClCCl>[CH3:30][O:32][C:18]1[CH:17]=[CH:28][C:27]([NH:29][C:2]2[C:3]([C:12]([OH:14])=[O:13])=[CH:4][C:5]3[C:10]([CH:11]=2)=[CH:9][CH:8]=[CH:7][CH:6]=3)=[C:20]2[C:19]=1[O:24][C:23]([CH3:25])([CH3:26])[CH:22]=[CH:21]2

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 517044Potassium AcetateHCID 109981537-methoxy-2,2-dimethyl-2H-1-benzopyran-5-ylamineHCID 122263533-Bromonaphthalene-2-carboxylic acid

생성물 1

HCID 220645103-[(8-Methoxy-2,2-dimethyl-2H-chromen-5-yl)amino]-2-naphthoic acid

시약·촉매·용매 3

HCID 165397Cupric acetate monohydrate촉매HCID 3776Isopropanol용매HCID 6344Dichloromethane용매

실험 절차

A solution containing 1.2 mmol of 3-bromonaphthalene-2-carboxylic acid, 1.19 mmol of 7-methoxy-2,2-dimethyl-2H-1-benzopyran-5-ylamine, 2.38 mmol of potassium acetate, 10 mg of Cu(OAc)2.H2O and 1.19 mmol of triethylamine in 17 ml of 2-propanol is refluxed for 24 hours and then concentrated under reduced pressure. The residue obtained is taken up in a 2/1 mixture of dichloromethane/1N HCl. The aqueous phase is extracted with dichloromethane and the combined organic phases are then treated in conventional manner. Chromatography of the residue over silica gel (dichloromethane) allows the expected product to be isolated.

후처리

  1. temperatureis refluxed for 24 hours
  2. concentrationconcentrated under reduced pressure
  3. customThe residue obtained
  4. extractionThe aqueous phase is extracted with dichloromethane
  5. additionthe combined organic phases are then treated in conventional manner
  6. customto be isolated

출처 및 근거

ORD 기록
ord-60cc58db8b8f4133b005747252fcd923
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06642248B2

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