Cesium carbonate → Dimethyl 5-butoxyisophthalate

HRID 58975

反応式

HRID 58975 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([C:12]([O:14][CH3:15])=[O:13])[CH:5]=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].C(=O)([O-])[O-].[Cs+].[Cs+].I[CH2:23][CH2:24][CH2:25][CH3:26]>CC#N>[CH2:23]([O:1][C:2]1[CH:11]=[C:6]([C:7]([O:9][CH3:10])=[O:8])[CH:5]=[C:4]([CH:3]=1)[C:12]([O:14][CH3:15])=[O:13])[CH2:24][CH2:25][CH3:26]

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 10962Butyl iodideHCID 830651,3-Benzenedicarboxylic acid, 5-hydroxy-, 1,3-dimethyl ester

生成物 1

HCID 18667930Dimethyl 5-butoxyisophthalate

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Dimethyl 5-hydroxyisophthalate (0.40 g, 1.90 mmol), cesium carbonate (1.30 g, 3.80 mmol) and CH3CN (12 mL) were added to a round-bottom flask and stirred for 15-30 min. iodobutane (0.42 g, 2.28 mmol) was added, and the reaction was stirred for 16 h. The solvent was concentrated under reduced pressure, and the reaction mixture was partitioned between EtOAc (50 mL) and H2O (50 mL). The organic layer was separated and the aqueous layer extracted with EtOAc (50 mL). The combined organics were dried over Na2SO4, filtered, and concentrated under reduced pressure to afford the desired product which was used without further purification.

後処理

  1. additionwas added
  2. concentrationThe solvent was concentrated under reduced pressure
  3. customthe reaction mixture was partitioned between EtOAc (50 mL) and H2O (50 mL)
  4. customThe organic layer was separated
  5. extractionthe aqueous layer extracted with EtOAc (50 mL)
  6. dry with materialThe combined organics were dried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-9a61dfbe360d40bc9027ec867de0e0e5
出典データセット
uspto-grants-2016_09
特許番号
US09439433B2

関連ノート

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