Hydrochloric Acid → HCID 53669363, compound

HRID 1885823Notes

Reaction equation

HRID 1885823 reaction equation
[CH2:1]([O:3][C:4]1[C:14]([CH3:15])=[CH:13][CH:12]=[CH:11][C:5]=1[C:6](OCC)=[O:7])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl>C1COCC1>[CH2:1]([O:3][C:4]1[C:14]([CH3:15])=[CH:13][CH:12]=[CH:11][C:5]=1[CH2:6][OH:7])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 19877818HCID 19877818, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 53669363HCID 53669363, compoundYield 96.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

at 20°-25° C., a solution of 125.8 g of ethyl 2-ethoxy-3-methylbenzoate is dripped into 24.3 g of lithiumaluminum hydride in 500 ml of absolute THF. The mixture is stirred for 15 hours at room temperature, ice water is dripped in, and the mixture is acidified with concentrated hydrochloric acid and extracted with ether. The combined organic phases are washed with water, dried and concentrated. There is obtained 97.1 g of 2-ethoxy-3-methylbenzyl alcohol.

Workup

  1. customat 20°-25° C.
  2. extractionextracted with ether
  3. washThe combined organic phases are washed with water
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-5c6082eb5e964236a779ea34b6d7ce3c
Source dataset
uspto-grants-1992_09
Patent number
US05147645

Reaction notes

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