Sodium Sulfate → HCID 15289288, compound

HRID 374548Notes

Reaction equation

HRID 374548 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].C([O:9][C:10](=O)[CH2:11][C:12]1[C:21]2[C:16](=[C:17]([O:22][CH3:23])[CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1)C.[O-]S([O-])(=O)=O.[Na+].[Na+]>CCOCC>[OH:9][CH2:10][CH2:11][C:12]1[C:21]2[C:16](=[C:17]([O:22][CH3:23])[CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 15289286HCID 15289286, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 15289288HCID 15289288, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a stirred suspension of 3 g (0.08 mole) of LiAlH4 in 100 mL of dry Et2O, a solution of 30 g (0.12 mole) of ethyl-5-methoxy-naphthalene-1-acetate in 400 mL of dry Et2O was added over 135 mins under N2. The mixture was stirred for 2 h, cooled in ice, and decomposed by dropwise addition of 20 mL of satd. aq. Na2SO4 solution. The precipitate was filtered off and washed with Et2O . After evaporation of the solvent a crystalline product remained that was stirred with cold hexane. The alcohol (21.95 g, 90.5%) melted at 61°-62° C.

Workup

  1. temperaturecooled in ice
  2. additiondecomposed by dropwise addition of 20 mL of satd
  3. filtrationThe precipitate was filtered off
  4. washwashed with Et2O
  5. customAfter evaporation of the solvent a crystalline product
  6. stirringthat was stirred with cold hexane

Sources & evidence

ORD record
ord-b972cd5c5a204d58bd54e707c45d11ba
Source dataset
uspto-grants-1996_01
Patent number
US05480913

Reaction notes

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