Sulfuric Acid → Trimethylhydroquinone

HRID 323122

반응식

HRID 323122 반응식
C(O)(=O)C.C(O)(=O)C.[CH3:9][C:10]1[C:11]([OH:19])=[C:12]([CH3:18])[C:13]([CH3:17])=[C:14]([CH:16]=1)[OH:15].C(OC1C=C(C)C(O)=C(C)C=1C)(=O)C.C(OC1C(C)=CC(O)=C(C)C=1C)(=O)C.CC1C(=O)C(C)(C)CC(=O)C=1.S(=O)(=O)(O)O>CCCCCC.C(O)(=O)C.O>[CH3:9][C:10]1[C:11]([OH:19])=[C:12]([CH3:18])[C:13]([CH3:17])=[C:14]([CH:16]=1)[OH:15]

참가 물질

9

반응물 5

HCID 1118Sulfuric AcidHCID 62374KetoisophoroneHCID 1190244-Hydroxy-2,3,6-trimethylphenyl acetateHCID 11019728HCID 11019728, 화합물HCID 85990707HCID 85990707, 화합물

생성물 1

HCID 12785Trimethylhydroquinone수율 90%

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 962Water용매HCID 8058Hexane용매

반응 조건

온도
100 °C

실험 절차

To a 500 ml flask was fed 10.0 g of reactant mixture containing 8.64% of trimethylhydroquinone diacetate, 6.24% of a mixture of 4-acetoxy-2,3,6-trimethylphenol and 4-acetoxy-2,3,5-trimethylphenol, and 75.7% of 4-oxoisophorone, and the flask was displaced with nitrogen. Then, 50.0 g of water, 1.0 g of 97% sulfuric acid and 11.3 g of acetic acid were added to the above reactants and they were stirred at 100° C. for 2 hours under atmospheric pressure. The reaction mixture was cooled to a room temperature and 30 ml of hexane was added. The deposited crystals were filtered off to obtain 0.941 g of trimethylhydroquinone at a yield of 90.0%. The purity of these crystals was 100% according to the gas chromatographic analysis. With the retention time in gas chromatography and the identification with a standard sample by the results of IR absorption and MS analysis, it was confirmed that the crystals were trimethylhydroquinone.

후처리

  1. customTo a 500 ml flask was fed
  2. temperatureThe reaction mixture was cooled to a room temperature
  3. filtrationThe deposited crystals were filtered off

출처 및 근거

ORD 기록
ord-096ffdccab91489e9bd58f9cebf6261b
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06211418B1

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