2-Naphthol → beta-Carbaryl

HRID 839447

Reaction equation

HRID 839447 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[OH:11].[CH3:12][NH:13][C:14](Cl)=[O:15]>C1(C(C)C)C=CC=CC=1>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][C:14](=[O:15])[NH:13][CH3:12]

Participants

4

Reactant 2

HCID 86632-NaphtholHCID 80931Methylcarbamoyl chloride

Product 1

HCID 77710beta-CarbarylYield 85%

Reagents, catalysts & solvents 1

HCID 7406CumeneSolvent

Conditions

Temperature
0 °C

Procedure

72 parts by weight of β-naphthol are dissolved in 250 parts by weight of cumene at 80° C. 46.7 parts by weight of methylcarbamyl chloride are stirred into this solution over a period of 10 minutes while nitrogen is simultaneously bubbled through the solution. The reaction is complete after 15 minutes. The hot reaction solution is cooled to 0° C and the precipitated β-naphthyl-N-methylcarbamate is isolated. The yield is 85% of theory.

Workup

  1. customis simultaneously bubbled through the solution

Sources & evidence

ORD record
ord-48170774383b4672ab738f47bfbf4459
Source dataset
uspto-grants-1978_06
Patent number
US04095034

Linked notes

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