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Organic Syntheses by Unknown
page 65 of 106 (61%)

[1] Ber. 42, 3596 (1909).

[2] Ber. 12, 1765 (1879).

[3] Ber. 14, 2342 (1881).

[4] Ber. 15, 834 (1882).




XVI

NITROSO-b-NAPHTHOL

C10H7OH(b) + HNO2--> C10H6(OH)NO(1,2) + H2O

Prepared by C. S. MARVEL and P. K. PORTER. Checked by H. T. CLARKE
and W. W. HARTMAN.

1. Procedure

IN a 12-l. round-bottom flask fitted with a mechanical stirrer are placed
500 g. of technical b-naphthol dissolved in a warm solution of 140 g.
of sodium hydroxide in 6 l. of water. The solution is cooled
to 0'0 in an ice-and-salt bath, and 250 g. of powdered technical
sodium nitrite is added. Stirring is started and 1100 g.
of sulfuric acid (sp. gr. 1.32) are added from a dropping funnel,
at such a rate that the whole is added in one to one and a half hours,
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