Ammonia → Ethylparaben

HRID 1903393Notes

Reaction equation

HRID 1903393 reaction equation
P([O-])([O-])([O-])=O.[B+3].[OH:7][C:8]1[CH:18]=[CH:17][C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:10][CH:9]=1.[NH3:19]>>[OH:7][C:8]1[CH:18]=[CH:17][C:11]([C:12]#[N:19])=[CH:10][CH:9]=1.[OH:7][C:8]1[CH:9]=[CH:10][C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 222Ammonia2×HCID 8434Ethylparaben2×HCID 178527087HCID 178527087, compound

Product 2

HCID 8434EthylparabenHCID 130194-Cyanophenol

Procedure

A reaction tube having an inside diameter of 5 cm was filled with 293 g of a supported catalyst composed of boron phosphate (P2O5 /B2O3 mole ratio=2) deposited in an amount of 2.51% by weight on the same silica carrier as used in Example 1. Ethyl p-hydroxybenzoate and ammonia were introduced into the reaction tube at a rate of 72.3 g/hr and 148 g/hr, and reacted in the vapor phase at 385° C. The mole ratio of ammonia to ethyl p-hydroxybenzoate in the gaseous mixture was 20:1, and the contact time was 10 seconds. When the reaction was continued for 8 hours, 388.9 g of p-hydroxybenzonitrile was obtained from 578.4 g of ethyl p-hydroxybenzoate. The yield was 93.8% by weight. Gas chromatographic analysis showed that the amount of by-product phenol was only 0.5% by weight.

Workup

  1. customA reaction tube having
  2. customreacted in the vapor phase at 385° C
  3. waitWhen the reaction was continued for 8 hours

Sources & evidence

ORD record
ord-8c31df3cea014f37b8fb8251f9324840
Source dataset
uspto-grants-1984_03
Patent number
US04436670

Reaction notes

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