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

HRID 1047847ノート

反応式

HRID 1047847 の反応式
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]

参加物

6

反応物 4

HCID 8900HeptaneHCID 62325Isobutyryl chlorideHCID 27355882-Bromo-3-methylbenzoic acidHCID 178418244HCID 178418244、化合物

生成物 1

HCID 593141812-Isobutyryl-3-methyl-benzoic acid収率 58.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-836175aee40d4ca8b4f4541a62143c4f
出典データセット
uspto-grants-2013_10
特許番号
US08569535B2

反応ノート

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