2-Naphthol → beta-Carbaryl

HRID 839446

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]>C(C1C=CC=CC=1)(C)(C)C>[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

Conditions

Temperature: 0 °C

Procedure

72 parts by weight of β-naphthol are dissolved in 250 parts by weight of t-butylbenzene at 80° C. 46.7 parts by weight of methylcarbamyl chloride are passed 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 then cooled to 0° C. 83.5 parts by weight of β-naphthyl-N-methylcarbamate are precipitated, this being equivalent to a yield of 83% of theory. The melting point is 119° C.

Workup

customis simultaneously bubbled through the solution
custom83.5 parts by weight of β-naphthyl-N-methylcarbamate are precipitated

Sources & evidence

ORD record: ord-9b839d477e9d45e98a5968b56bd9363c
Source dataset: uspto-grants-1978_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04095034

Linked notes

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