Dimethylformamide → 4-Difluoro methoxy-8-nitro-1-formyl dibenzo[b,d]furan

HRID 2039660ノート

反応式

HRID 2039660 の反応式
Br[C:2]1[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][C:12]=1[O:13][CH:14]([F:16])[F:15])[CH:8]=[O:9].C([O-])(=O)C.[Na+].CN(C)C=O>>[F:15][CH:14]([F:16])[O:13][C:12]1[C:5]2[O:4][C:3]3[CH:17]=[CH:18][C:19]([N+:21]([O-:23])=[O:22])=[CH:20][C:2]=3[C:6]=2[C:7]([CH:8]=[O:9])=[CH:10][CH:11]=1

参加物

4

反応物 3

HCID 6228DimethylformamideHCID 517045Sodium AcetateHCID 247582824-Difluoromethoxy-3-(4-nitro-2-bromophenoxy)benzaldehyde

生成物 1

HCID 211057104-Difluoro methoxy-8-nitro-1-formyl dibenzo[b,d]furan収率 73.3%

実験手順

To a mixture of 3-(2-bromo-4-nitrophenoxy)-4-(difluoromethoxy)benzaldehyde (11.5 g, 0.030 mol) and sodium acetate (3.7 g, 0.045 mol) in dimethylformamide (50 mL) palladium(II) acetate (0.68 g, 0.003 mol) was added in 4 different lots with 1 hour duration at 120-125° C. After the completion of the addition, it was refluxed for 16 hours. The reaction mixture was filtered through hyflo, washed with dimethylformamide (10 mL). The filtrate was poured into the cold water. The solid separated out was filtered. The solid was washed with hexane and dried. Yield—73.3%. HPLC (purity): 84.5%; Rf—0.5 (Ethyl acetate:Hexane (3:7)

後処理

  1. additionwas added in 4 different lots with 1 hour duration at 120-125° C
  2. additionAfter the completion of the addition, it
  3. temperaturewas refluxed for 16 hours
  4. filtrationThe reaction mixture was filtered through hyflo
  5. washwashed with dimethylformamide (10 mL)
  6. additionThe filtrate was poured into the cold water
  7. customThe solid separated out
  8. filtrationwas filtered
  9. washThe solid was washed with hexane
  10. customdried

出典と根拠

ORDレコード
ord-e52a30bfcae64afbb41a65f52481ab92
出典データセット
uspto-grants-2013_11
特許番号
US08580795B2

反応ノート

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