Potassium Carbonate → 5-[4-Difluoromethoxy-3-methoxy-2-(3-methoxy-2,2-dimethyl-propoxy)-phenyl]-3H-isobenzofuran-1-one

HRID 2171085ノート

反応式

HRID 2171085 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:11]=[C:12]3[C:16](=[CH:17][CH:18]=2)[C:15](=[O:19])[O:14][CH2:13]3)=[C:6]([OH:20])[C:5]=1[O:21][CH3:22].[C:24](=[O:27])([O-])[O-].[K+].[K+].Br[CH2:31][C:32]1([CH3:36])[CH2:35]O[CH2:33]1>C(#N)C>[F:23][CH:2]([F:1])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[C:12]3[C:16](=[CH:17][CH:18]=2)[C:15](=[O:19])[O:14][CH2:13]3)=[C:6]([O:20][CH2:31][C:32]([CH3:36])([CH3:35])[CH2:33][O:27][CH3:24])[C:5]=1[O:21][CH3:22]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 144860Oxetane, 3-(bromomethyl)-3-methyl-HCID 674684075-(4-(difluoromethoxy)-2-hydroxy-3-methoxyphenyl)isobenzofuran-1(3H)-one

生成物 1

HCID 674676775-[4-Difluoromethoxy-3-methoxy-2-(3-methoxy-2,2-dimethyl-propoxy)-phenyl]-3H-isobenzofuran-1-one収率 30%

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 5-(4-(difluoromethoxy)-2-hydroxy-3-methoxyphenyl)isobenzofuran-1(3H)-one (80 mg, 0.25 mmol) in acetonitrile (10 mL), was added potassium carbonate (103.5 mg, 0.75 mmol) and 3-bromomethyl-3-methyl-oxetane (123 mg, 0.75 mmol) and the resultant reaction mixture was heated to 80° C. for 3 h. The reaction mixture was cooled to RT, filtered through celite and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 0-40° A) ethyl acetate in pet ether) to afford title compound as a solid (30 mg, 30%).

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° A) ethyl acetate in pet ether)

出典と根拠

ORDレコード
ord-a19489d50bc24369a79035c0257075d1
出典データセット
uspto-grants-2015_06
特許番号
US09051290B2

反応ノート

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