Diethyl Ether → P-Toluic Acid

HRID 13740

반응식

HRID 13740 반응식
Br([O-])(=O)=O.[Na+].[CH3:6][C:7]1[CH:14]=[CH:13][C:10]([CH2:11][OH:12])=[CH:9][CH:8]=1.CC[O:17]CC>C(#N)C.O>[CH3:6][C:7]1[CH:14]=[CH:13][C:10]([C:11]([OH:17])=[O:12])=[CH:9][CH:8]=1

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 115054-Methylbenzyl alcoholHCID 23668195Sodium Bromate

생성물 1

HCID 7470P-Toluic Acid수율 96%

시약·촉매·용매 1

HCID 18373917Acetonitrile--water (1/1)용매

반응 조건

온도
80 °C

실험 절차

A mixture of Ceiv catalyst from Example 47 (0.08 g), sodium bromate (0.3 g) and 4-methylbenzyl alcohol (0.24 g, 2 mmol) in acetonitrile:water (1:1, 10 ml) was stirred at 80° C. for 40 h under an atmosphere of nitrogen. On cooling ether (70 ml) was added and the catalyst was filtered off. The organic layer was separated and the aqueous phase was extracted with ether (2×50 ml). The combined organic extracts were washed with water (25 ml), dried with anhydrous magnesium sulphate and concentrated to give 4-methylbenzoic acid as a white solid (0.26 g, 96%). M.p. 178° C., lit. 180-182° C.

후처리

  1. additionwas added
  2. filtrationthe catalyst was filtered off
  3. customThe organic layer was separated
  4. extractionthe aqueous phase was extracted with ether (2×50 ml)
  5. washThe combined organic extracts were washed with water (25 ml)
  6. dry with materialdried with anhydrous magnesium sulphate
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3a9fbafd96bf492091f8f6f9a3668ff1
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728159B2

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