Heptane → 2-Isobutyryl-3-methyl-benzoic acid

HRID 1047847노트

반응식

HRID 1047847 반응식
Br[C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].CCCCCCC.[Li]CCCC.CCCCCC.[C:30](Cl)(=[O:34])[CH:31]([CH3:33])[CH3:32]>C1COCC1>[C:30]([C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5])(=[O:34])[CH:31]([CH3:33])[CH3:32]

참가 물질

6

반응물 4

HCID 8900HeptaneHCID 62325Isobutyryl chlorideHCID 27355882-Bromo-3-methylbenzoic acidHCID 178418244HCID 178418244, 화합물

생성물 1

HCID 593141812-Isobutyryl-3-methyl-benzoic acid수율 58.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The solution of 2-bromo-3-methyl-benzoic acid (1.5 g, 6.98 mmol) in 10 mL THF is treated with 1M Bu2Mg/heptane at −15° C. under argon. After stirring for 30 min, 1.6M n-BuLi/hexane is added dropwise at −15° C. and the mixture is left for 1 hr. Then isobutyryl chloride (2.95 ml, 27.9 mmol) is added dropwise. After another 30 min stirring, the reaction is quenched with 2N HCl aqueous solution (2 ml). After concentration, the residue is purified by HPLC to give a pure product (227) as white solid (840 mg, 58%).

후처리

  1. waitthe mixture is left for 1 hr
  2. stirringAfter another 30 min stirring
  3. customthe reaction is quenched with 2N HCl aqueous solution (2 ml)
  4. concentrationAfter concentration
  5. customthe residue is purified by HPLC

출처 및 근거

ORD 기록
ord-836175aee40d4ca8b4f4541a62143c4f
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569535B2

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