Trifluoroacetic anhydride → 6-Methoxy-3,3-dimethyl-3,14-dihydro-7H-benzo[b]pyrano[3,2-h]acridin-7-one

HRID 478694노트

반응식

HRID 478694 반응식
CO[C:3]1[CH:4]=[CH:5][C:6]([NH:15][C:16]2[C:17]([C:26]([OH:28])=O)=[CH:18][C:19]3[C:24]([CH:25]=2)=[CH:23][CH:22]=[CH:21][CH:20]=3)=[C:7]2[C:12]=1[O:11][C:10]([CH3:14])([CH3:13])[CH:9]=[CH:8]2.FC(F)(F)[C:31](OC(=O)C(F)(F)F)=[O:32]>ClCCl>[CH3:31][O:32][C:4]1[CH:3]=[C:12]2[O:11][C:10]([CH3:13])([CH3:14])[CH:9]=[CH:8][C:7]2=[C:6]2[C:5]=1[C:26](=[O:28])[C:17]1[CH:18]=[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:24]3=[CH:25][C:16]=1[NH:15]2

참가 물질

4

반응물 2

HCID 9845Trifluoroacetic anhydrideHCID 220645103-[(8-Methoxy-2,2-dimethyl-2H-chromen-5-yl)amino]-2-naphthoic acid

생성물 1

HCID 220645146-Methoxy-3,3-dimethyl-3,14-dihydro-7H-benzo[b]pyrano[3,2-h]acridin-7-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

To a solution containing 1.94 mmol of the compound obtained in Step 1 in 20 ml of anhydrous dichloromethane, maintained at 0° C. under argon, there are added 9.71 mmol of trifluoroacetic anhydride. After reacting for 3 days at ambient temperature, the reaction mixture is concentrated under reduced pressure. The residue is taken up in a mixture of dichloromethane and aqueous NaHCO3 solution. After extraction with dichloromethane, the combined organic phases are treated in conventional manner. Chromatography of the residue over silica gel (dichloromethane) allows the expected product to be isolated, the latter being subsequently recrystallised from ethyl ether.

후처리

  1. concentrationthe reaction mixture is concentrated under reduced pressure
  2. additionThe residue is taken up in a mixture of dichloromethane and aqueous NaHCO3 solution
  3. extractionAfter extraction with dichloromethane
  4. additionthe combined organic phases are treated in conventional manner
  5. customto be isolated
  6. customthe latter being subsequently recrystallised from ethyl ether

출처 및 근거

ORD 기록
ord-11340ce2575e43b9846f2b35f9851493
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06642248B2

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