HCID 15370482, compound → HCID 18932683, compound

HRID 1452399Notes

Reaction equation

HRID 1452399 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[C:9]2[C:4]=1[CH2:5][CH:6]([C:15](OC)=[O:16])[O:7][CH2:8]2.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[C:9]2[C:4]=1[CH2:5][CH:6]([CH2:15][OH:16])[O:7][CH2:8]2

Participants

4

Reactant 2

HCID 15370482HCID 15370482, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 18932683HCID 18932683, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 5,8-dimethoxy-3-methoxycarbonyl-isochroman (310 mg; 1.23 mmol) in 5 ml of tetrahydrofuran at 0° C. was added lithium aluminum hydride (47 mg; 1.23 mmol). The mixture was stirred at 0° C. for 15 minutes and was quenched with 1N HCl. The product was extracted with ether and the combined organic layers were washed with brine and dried over MgSO4 affording crude title alcohol (246 mg; 90%) used as such for subsequent steps:

Workup

  1. customwas quenched with 1N HCl
  2. extractionThe product was extracted with ether
  3. washthe combined organic layers were washed with brine
  4. dry with materialdried over MgSO4 affording crude title alcohol (246 mg; 90%)

Sources & evidence

ORD record
ord-fc1ef2b18c074bf791ebfb8ad637eb66
Source dataset
uspto-grants-1997_02
Patent number
US05606037

Reaction notes

Loading…