Dibenz(c,e)oxepin-5(7H)-one → 2'-Phthalimidomethylbiphenyl-2-carboxylic acid

HRID 1860602ノート

反応式

HRID 1860602 の反応式
[CH:1]1[C:11]2[C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[CH2:8][O:7][C:6](=[O:16])[C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:17]1(=[O:27])[NH:21][C:20](=[O:22])[C:19]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:18]12.[K]>CN(C=O)C>[C:17]1(=[O:27])[N:21]([CH2:8][C:9]2[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=2[C:11]2[C:5]([C:6]([OH:7])=[O:16])=[CH:4][CH:3]=[CH:2][CH:1]=2)[C:20](=[O:22])[C:19]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:18]12

参加物

4

反応物 2

HCID 4613402Dibenz(c,e)oxepin-5(7H)-oneHCID 24194345Phthalimide potassium salt

生成物 1

HCID 142585712'-Phthalimidomethylbiphenyl-2-carboxylic acid収率 73.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
170 °C

実験手順

A mixture of 35 g (0.17 mol) of 7H-dibenzo[c,e]oxepin-5-one and 30.8 g (0.17 mol) of potassium phthalimide in 330 ml of DMF was heated at 170° C. for 18 h. After cooling, the deposited precipitate was filtered off with suction and introduced into 160 ml of glacial acetic acid. After stirring for 1 h, the mixture was diluted with 650 ml of ice water and the deposited product was filtered off with suction and dried in vacuo. 44.8 g of 2′-phthalimidomethylbiphenyl-2-carboxylic acid were obtained; m.p. 198° C.

後処理

  1. temperatureAfter cooling
  2. filtrationthe deposited precipitate was filtered off with suction
  3. additionintroduced into 160 ml of glacial acetic acid
  4. additionthe mixture was diluted with 650 ml of ice water
  5. filtrationthe deposited product was filtered off with suction
  6. customdried in vacuo

出典と根拠

ORDレコード
ord-13d4c93e10ed4e4d8bc691f2b7318120
出典データセット
uspto-grants-2003_03
特許番号
US06531495B1

反応ノート

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