Ammonium Chloride → HCID 14001754、化合物

HRID 243820ノート

反応式

HRID 243820 の反応式
FC(F)(F)S(O[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH3:14])[CH:8]=1)(=O)=O.[CH2:17]([Mg]Br)[CH:18]([CH3:20])[CH3:19].[Cl-].[NH4+]>O1CCCC1.CN1CCCC1=O.C/C(/[O-])=C\C(C)=O.C/C(/[O-])=C\C(C)=O.C/C(/[O-])=C\C(C)=O.[Fe+3]>[CH2:17]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH3:14])[CH:8]=1)[CH:18]([CH3:20])[CH3:19]

参加物

7

反応物 3

HCID 25517Ammonium ChlorideHCID 5656333-Methoxyphenyl trifluoromethanesulfonateHCID 178418816HCID 178418816、化合物

生成物 1

HCID 14001754HCID 14001754、化合物

試薬・触媒・溶媒 3

HCID 53384555HCID 53384555、化合物触媒HCID 8028Tetrahydrofuran溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

To a solution of the compound (2 g) prepared in Example 32 in tetrahydrofuran (35 mL), 1-methyl-2-pyrrolidone (5.2 mL), tris(2,4-pentanedionato)iron(III) (413.5 mg), and isobutyl magnesium bromide (2M diethyl ether solution, 4.68 mL) were added thereto, followed by stirring at room temperature for 4 hours. The reaction mixture was added with a saturated aqueous ammonium chloride solution and the mixture was extracted with t-butyl methyl ether. The organic layer was successively washed with a saturated aqueous ammonium chloride solution, water, and brine, dried and concentrated. Thus, the obtained residue was purified by silica gel column chromatography (hexane:tetrahydrofuran=50:1 to 20:1) to thereby give the title compound (922.5 mg) having the following physical properties.

後処理

  1. extractionthe mixture was extracted with t-butyl methyl ether
  2. washThe organic layer was successively washed with a saturated aqueous ammonium chloride solution, water, and brine
  3. customdried
  4. concentrationconcentrated
  5. customThus, the obtained residue was purified by silica gel column chromatography (hexane:tetrahydrofuran=50:1 to 20:1)

出典と根拠

ORDレコード
ord-5a3c78d7cbe04c37844b3b2c00793a90
出典データセット
uspto-grants-2014_02
特許番号
US08653305B2

反応ノート

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