1,4-Dihydro-2-methylbenzoic acid → 2-Methylbenzoic acid

HRID 2396554

반응식

HRID 2396554 반응식
[CH3:1][C:2]1[CH:3]([CH:7]=[CH:8][CH2:9][CH:10]=1)[C:4]([OH:6])=[O:5].[Al]>C1C2C(CCCC2)CCC1.CCCCCC.[Rh]>[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

참가 물질

7

반응물 3

HCID 5645811,4-Dihydro-2-methylbenzoic acidHCID 5359268AluminumHCID 178527255HCID 178527255, 화합물

생성물 1

HCID 83732-Methylbenzoic acid

시약·촉매·용매 3

HCID 23948Rhodium촉매HCID 7044Decalin용매HCID 8058Hexane용매

실험 절차

To a suspension of 2-methyl-1,4-dihydrobenzoic acid (0.085g, 0.50 mmol; 81% pure, from Aldrich Chemical Company) in decalin (5 mL) under a nitrogen atmosphere is added a polysiloxane matrix material containing a homogenous dispersion of rhodium and aluminum (0.100 g). The solution is heated to reflux for 19 hours. On cooling the reaction mixture is diluted with hexane (25 mL) and extracted with aqueous sodium hydroxide (5%) solution (2×5 mL). The basic aqueous solution is acidified and extracted with chloroform (3×4 mL). The combined organic layer is dried over anhydrous sodium sulfate. The solvent is evaporated using a rotary evaporator to give 2-methylbenzoic acid.

후처리

  1. temperatureThe solution is heated
  2. temperatureto reflux for 19 hours
  3. temperatureOn cooling the reaction mixture
  4. extractionextracted with aqueous sodium hydroxide (5%) solution (2×5 mL)
  5. extractionextracted with chloroform (3×4 mL)
  6. dry with materialThe combined organic layer is dried over anhydrous sodium sulfate
  7. customThe solvent is evaporated
  8. customa rotary evaporator

출처 및 근거

ORD 기록
ord-039cbc08facb4bb6bef7f5c915d21b64
출처 데이터셋
uspto-grants-1996_02
특허 번호
US05492964

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