Water → 2-(7-Methoxy-1-naphthyl)ethanol

HRID 2884

Reaction equation

HRID 2884 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH:13]=[CH:14][CH:15]=[C:16]2[CH2:19][C:20](OC)=[O:21])=[CH:11][CH:10]=1.O.[H-]>CCOCC>[CH3:7][O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH:13]=[CH:14][CH:15]=[C:16]2[CH2:19][CH2:20][OH:21])=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 962WaterHCID 166653HydrideHCID 15453078Methyl (7-methoxy-1-naphthyl)acetateHCID 21226445Aluminium lithium hydride

Product 1

HCID 135700652-(7-Methoxy-1-naphthyl)ethanol

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

3.34 g of lithium aluminum hydride are placed in a 250-cm3 flask, and ether is added gently with stirring. Using a dropping funnel, 5 g of methyl (7-methoxy-1-naphthyl)acetate previously dissolved in 50 cm3 of ether are added slowly. The reaction medium is left stirring for 30 minutes. It is poured very slowly into a mixture of water and ice so as to hydrolyze the excess unreacted hydride. The reaction medium is filtered. The aqueous phase is extracted with 3 times 50 cm3 of ether, and the ether phases are dried over magnesium sulfate and evaporated. The white solid obtained is recrystallized.

Workup

  1. additionare added slowly
  2. waitThe reaction medium is left
  3. stirringstirring for 30 minutes
  4. filtrationThe reaction medium is filtered
  5. extractionThe aqueous phase is extracted with 3 times 50 cm3 of ether
  6. dry with materialthe ether phases are dried over magnesium sulfate
  7. customevaporated
  8. customThe white solid obtained
  9. customis recrystallized

Sources & evidence

ORD record
ord-0c37bb1656a64973bff4ef3e79448c12
Source dataset
uspto-grants-1998_03
Patent number
US05731352

Linked notes

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