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

HRID 478694ノート

反応式

HRID 478694 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-11340ce2575e43b9846f2b35f9851493
出典データセット
uspto-grants-2003_11
特許番号
US06642248B2

反応ノート

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