Cesium carbonate → Dimethyl 5-butoxyisophthalate

HRID 58975

반응식

HRID 58975 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 18667930Dimethyl 5-butoxyisophthalate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9a61dfbe360d40bc9027ec867de0e0e5
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09439433B2

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