Sodium Hydroxide → 2,3-Dimethyl-2,5-cyclohexadiene-1,4-dione

HRID 922063

반응식

HRID 922063 반응식
[CH3:1][C:2]1[C:7]([CH3:8])=[C:6]([OH:9])[CH:5]=[CH:4][C:3]=1[OH:10].[OH-].[Na+]>O.CC(OC)(C)C>[CH3:1][C:2]1[C:3](=[O:10])[CH:4]=[CH:5][C:6](=[O:9])[C:7]=1[CH3:8]

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 691002,3-Dimethylhydroquinone

생성물 1

HCID 106882,3-Dimethyl-2,5-cyclohexadiene-1,4-dione수율 88.1%

시약·촉매·용매 2

HCID 962Water용매2회HCID 15413tert-Butyl methyl ether용매2회

반응 조건

온도
50 °C

실험 절차

A solution of FeCl3.6H2O (81.0 g, 300 mmol) in water (100 mL) was added to a solution of 2,3-dimethyl-benzene-1,4-diol (13.8 g, 100 mmol) in MTBE (150 ml) at ambient temperature. Aqueous sodium hydroxide solution (2.5M, 60 mL, 150 mmol) was added to the vigorously stirring mixture and the reaction heated to 50° C. for 5 hrs. MTBE (150 mL) and water (150 mL) were added and the aqueous layer further extracted with MTBE (2×100 mL). The combined organics were washed with brine (100 mL), dried (Na2SO4), and concentrated to give the intermediate 2,3-dimethyl-[1,4]benzoquinone as an orange-yellow solid (12.0 g, 88%), which was used in the next step without further purification.

후처리

  1. extractionthe aqueous layer further extracted with MTBE (2×100 mL)
  2. washThe combined organics were washed with brine (100 mL)
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-891d51e5d0ab4b6a892392537df607ad
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09278085B2

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