Sulfuric Acid → HCID 20306116, compound
Reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:9]=1[CH:15]([CH2:19][CH2:20][CH2:21][CH2:22]C)[C:16](O)=O.[Cl-].[NH4+].S(=O)(=O)(O)O.C[CH2:32][O:33]CC>>[Cl:7][C:8]1[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:9]=1[CH:15]([CH2:19][CH2:20][CH2:21][CH3:22])[CH2:16][CH2:32][OH:33]Participants
Procedure
To a suspension of 2.07 g (0.0545 mole) of lithium aluminum hydride in 100 ml of ether is added dropwise a solution of 15 g (0.054 mole) of 2-(2,4-dichlorophenyl)heptanoic acid in 50 ml of ether. The resulting mixture is stirred at room temperature for 3 hours. The excess lithium aluminum hydride is decomposed carefully with 100 ml of saturated ammonium chloride solution followed by 100 ml of dilute sulfuric acid solution. The ether layer is separated from the aqueous layer and the aqueous layer is again extracted with ether. The combined ether layers are washed with 10% sulfuric acid, water, saturated sodium bicarbonate solution, saturated saline solution and dried over magnesium sulfate. Solvent is evaporated under reduced pressure to give 12 g of an oil which is further purified by vacuum distillation (120°-125°/0.1 mm) to give 10.2 g (72%) of desired product.
Workup
- customThe ether layer is separated from the aqueous layer
- extractionthe aqueous layer is again extracted with ether
- washThe combined ether layers are washed with 10% sulfuric acid, water, saturated sodium bicarbonate solution, saturated saline solution
- dry with materialdried over magnesium sulfate
- customSolvent is evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-6d90b4a2476b41629afdebc0d9005ff0
- Source dataset
- uspto-grants-1978_08
- Patent number
- US04105762
Reaction notes
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