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

HRID 2396554

反応式

HRID 2396554 の反応式
[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]

参加物

7

反応物 3

HCID 5645811,4-Dihydro-2-methylbenzoic acidHCID 5359268AluminumHCID 178527255HCID 178527255、化合物

生成物 1

HCID 83732-Methylbenzoic acid

試薬・触媒・溶媒 3

HCID 23948Rhodium触媒HCID 7044Decalin溶媒HCID 8058Hexane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-039cbc08facb4bb6bef7f5c915d21b64
出典データセット
uspto-grants-1996_02
特許番号
US05492964

関連ノート

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