Potassium Carbonate → 4-[4-Difluoromethoxy-3-methoxy-2-(3-methoxymethyl-oxetan-3-ylmethoxy)-phenyl]-indan-1-one

HRID 2171073ノート

反応式

HRID 2171073 の反応式
[F:1][CH:2]([F:23])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:18]=[CH:17][CH:16]=[C:15]3[C:11]=2[CH2:12][CH2:13][C:14]3=[O:19])=[C:6]([OH:20])[C:5]=1[O:21][CH3:22].C(=O)([O-])[O-].[K+].[K+].Br[CH2:31][C:32]1([CH2:36][O:37][CH3:38])[CH2:35][O:34][CH2:33]1>C(#N)C>[F:1][CH:2]([F:23])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:18]=[CH:17][CH:16]=[C:15]3[C:11]=2[CH2:12][CH2:13][C:14]3=[O:19])=[C:6]([O:20][CH2:31][C:32]2([CH2:36][O:37][CH3:38])[CH2:35][O:34][CH2:33]2)[C:5]=1[O:21][CH3:22]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 674637643-(Bromomethyl)-3-(methoxymethyl)oxetaneHCID 674685304-(4-(Difluoromethoxy)-2-hydroxy-3-methoxyphenyl)-2,3-dihydro-1H-inden-1-one

生成物 1

HCID 545775944-[4-Difluoromethoxy-3-methoxy-2-(3-methoxymethyl-oxetan-3-ylmethoxy)-phenyl]-indan-1-one収率 23%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
80 °C

実験手順

To a stirring solution of 4-(4-(difluoromethoxy)-2-hydroxy-3-methoxyphenyl)-2,3-dihydro-1H-inden-1-one (80 mg, 0.25 mmol) in acetonitrile (10 mL) was added potassium carbonate (103.5 mg, 0.75 mmol) and 3-bromomethyl-3-methoxymethyl-oxetane (146 mg, 0.75 mmol) and the resultant reaction mixture was heated to 80° C. for 16 h. The reaction mixture was cooled to RT and filtered through celite and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 0-40% ethyl acetate in pet ether) to afford title compound as a solid (25 mg, 23%).

後処理

  1. customthe resultant reaction mixture
  2. temperatureThe reaction mixture was cooled to RT
  3. filtrationfiltered through celite
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by column chromatography (silica gel, 0-40% ethyl acetate in pet ether)

出典と根拠

ORDレコード
ord-6d9565bffabd47b09abaeba996c8eed7
出典データセット
uspto-grants-2015_06
特許番号
US09051290B2

反応ノート

読み込み中…