1-Naphthaldehyde → 1-Naphthaldehyde

HRID 261100Notes

Reaction equation

HRID 261100 reaction equation
[C:1]1([CH:11]=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH3:13][N:14]([CH3:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16].[Al+3].[Cl-].[Cl-].[Cl-]>>[C:1]1([CH:11]=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[C:13]1([N:14]([CH3:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:10]2[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=2)[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 61951-NaphthaldehydeHCID 12709Carbamic acid, N,N-dimethyl-, ethyl esterHCID 6451240Aluminum(III) Chloride

Product 2

HCID 61951-NaphthaldehydeHCID 20396153Methyl naphthyl urethane

Procedure

At 160° C. and 100 mm Hg, 14 g of alpha-naphthal and 9 g of dimethyl urethane were reacted in presence of 0.7 g of anhydrous AlCl3. The reaction was continued for 6 hours, removing the methanol formed during the reaction. A 28% conversion of naphthal was obtained, with practically complete selectivity to naphthyl-methyl-urethane.

Workup

  1. customremoving the methanol
  2. customformed during the reaction

Sources & evidence

ORD record
ord-20423e548c9246b9937b955f835ebbeb
Source dataset
uspto-grants-1979_08
Patent number
US04163861

Reaction notes

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