Hydrochloric Acid → HCID 18348611, compound

HRID 2268467Notes

Reaction equation

HRID 2268467 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[C:17]([O:18][CH3:19])=[C:16]([O:20][CH3:21])[C:15]([O:22][CH3:23])=[C:14]2[C:10]=1[CH2:11][CH:12]([CH2:24][CH2:25][CH2:26][CH2:27][O:28][C:29]1[CH:38]=[CH:37][C:32]([C:33](OC)=[O:34])=[CH:31][CH:30]=1)[CH2:13]2.Cl>C(OCC)C>[CH3:23][O:22][C:15]1[C:16]([O:20][CH3:21])=[C:17]([O:18][CH3:19])[C:9]([O:8][CH3:7])=[C:10]2[C:14]=1[CH2:13][CH:12]([CH2:24][CH2:25][CH2:26][CH2:27][O:28][C:29]1[CH:30]=[CH:31][C:32]([CH2:33][OH:34])=[CH:37][CH:38]=1)[CH2:11]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 18348588HCID 18348588, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 18348611HCID 18348611, compoundYield 98.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Lithium aluminium hydride (68.3 mg, 1.80 mmols) was added to a diethyl ether (10 ml) solution of methyl 4-[4-(4,5,6,7-tetramethoxyindan-2-yl)butoxy]benzoate (400 mg, 0.900 mmols), with cooling with ice, then the mixture was warmed to room temperature, and stirred for 1 hour. 1N hydrochloric acid was added to the reaction mixture with cooling with ice, which was then extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution, and then dried. The solvent was evaporated out in vacuo to obtain the entitled compound (370 mg) as an oil.

Workup

  1. temperaturewith cooling with ice
  2. temperaturewith cooling with ice, which
  3. extractionwas then extracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materiala saturated aqueous sodium chloride solution, and then dried
  6. customThe solvent was evaporated out in vacuo

Sources & evidence

ORD record
ord-c9c19d518c7142a3a545b5d8ce9b9766
Source dataset
uspto-grants-2001_12
Patent number
US06326369B1

Reaction notes

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