Benzene, 1-bromo-3-(trifluoromethyl)- → 2,2-Dimethyl-4-(3-trifluoromethylphenyl)-2H-chromene-7-ol

HRID 26289

反応式

HRID 26289 の反応式
Br[C:2]1[CH:3]=[C:4]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:6][CH:7]=1.[Mg].[CH3:13][C:14]1([CH3:26])[CH2:23][C:22](=O)[C:21]2[C:16](=[CH:17][C:18]([OH:25])=[CH:19][CH:20]=2)[O:15]1.[Cl-].[NH4+]>CCOCC>[CH3:13][C:14]1([CH3:26])[CH:23]=[C:22]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[CH:3]=2)[C:21]2[C:16](=[CH:17][C:18]([OH:25])=[CH:19][CH:20]=2)[O:15]1

参加物

6

反応物 4

HCID 9817Benzene, 1-bromo-3-(trifluoromethyl)-HCID 25517Ammonium ChlorideHCID 6009027-hydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-oneHCID 5462224Magnesium

生成物 1

HCID 120717572,2-Dimethyl-4-(3-trifluoromethylphenyl)-2H-chromene-7-ol収率 86.2%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒3 回

実験手順

3-Bromobenzotrifluoride (61 g) in dry ether (100 ml was added to magnesium (6.6 g) in ether (50 ml). 2,2-Dimethylchroman-4-one-7-ol (17.4 g) suspended in ether (500 ml) was added and the mixture refluxed for 16 hourss. The reaction mixture was poured into ammonium chloride solution and extracted with ether. The combined ether layers were washed with 2 N HCl (2×100 ml) and dried (MgSO4). Removal of the solvent under reduced pressure gave the title compound (25 g), m.p. 102°-106° C.

後処理

  1. additionwas added
  2. temperaturethe mixture refluxed for 16 hourss
  3. extractionextracted with ether
  4. washThe combined ether layers were washed with 2 N HCl (2×100 ml)
  5. dry with materialdried (MgSO4)
  6. customRemoval of the solvent under reduced pressure

出典と根拠

ORDレコード
ord-58a9c8d907364fbda18f7e7cdb4bebbe
出典データセット
uspto-grants-1979_04
特許番号
US04148909

関連ノート

読み込み中…