Ammonia → Ethylparaben

HRID 1903396Notes

Reaction equation

HRID 1903396 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 a thorough mixture of 195 g of alumina and 195 g of a supported catalyst composed of 3.94% by weight of boron phosphate (P2O5 /B2O3 mole ratio=1) deposited on the same silica carrier as in Example 1. Ethyl p-hydroxybenzoate, ammonia and steam were introduced into the reaction tube at a rate of 75 g/hr, 268.8 g/hr and 40.7 g/hr, respectively, and reacted in the vapor phase at 395° C. The mole ratio of ammonia, steam and ethyl p-hydroxybenzoate was 35:5:1 in the gaseous mixture, and the contact time was 5 seconds. When the reaction was carried out for 308 hours, 15.75 kg of p-hydroxybenzonitrile was obtained from 23.1 kg of ethyl p-hydroxybenzoate. The yield was 95.1% by weight. Gas-chromatographic analysis showed that only 2.5% by weight of phenol was formed as a by-product. The amount of p-hydroxybenzonitrile obtained per part by weight of the supported catalyst was more than 40.3 parts by weight.

Workup

  1. customA reaction tube having
  2. customrespectively, and reacted in the vapor phase at 395° C
  3. waitWhen the reaction was carried out for 308 hours

Sources & evidence

ORD record
ord-6b203ac83d9f4ff18ffa8de9eaa1636f
Source dataset
uspto-grants-1984_03
Patent number
US04436670

Reaction notes

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