Hydrochloric Acid → 3-(2-Methylbut-3-yn-2-yl)benzoic acid

HRID 2190466노트

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HRID 2190466 반응식
[CH3:1][C:2]([C:6]1[CH:7]=[C:8]([CH:13]=[CH:14][CH:15]=1)[C:9]([O:11]C)=[O:10])([CH3:5])[C:3]#[CH:4].O1CCCC1.[OH-].[Na+].Cl>CO>[CH3:5][C:2]([C:6]1[CH:7]=[C:8]([CH:13]=[CH:14][CH:15]=1)[C:9]([OH:11])=[O:10])([CH3:1])[C:3]#[CH:4]

참가 물질

6

반응물 4

HCID 313Hydrochloric Acid2회HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 86248523Methyl 3-(2-methylbut-3-yn-2-yl)benzoate

생성물 1

HCID 862274143-(2-Methylbut-3-yn-2-yl)benzoic acid수율 92%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
60 °C

실험 절차

To a solution of methyl 3-(1,1-dimethylprop-2-yn-1-yl)benzoate (2.26 g, 11.2 mmol) in methanol (15 mL)/tetrahydrofuran (10 mL) was added 2N aqueous sodium hydroxide solution (11.2 mL, 22.4 mmol), and the mixture was stirred at 60° C. for 3 hr. The reaction mixture was neutralized with 6N hydrochloric acid (5 mL), 1N hydrochloric acid (50 mL) was added, and the mixture was extracted with ethyl acetate (100 mL, 20 mL). The combined organic layer was washed with saturated brine (10 and dried over anhydrous magnesium sulfate. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was crystallized from ethyl acetate/hexane to give the title compound (1.94 g, 92%) as colorless crystals.

후처리

  1. additionwas added
  2. extractionthe mixture was extracted with ethyl acetate (100 mL, 20 mL)
  3. washThe combined organic layer was washed with saturated brine (10
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationThe insoluble material was filtered off
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. customThe obtained residue was crystallized from ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-f87b3f276a424f2dba7663709638307f
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08324395B2

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