Ammonia → Ethylparaben

HRID 1903395Notes

Reaction equation

HRID 1903395 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 440 g of a supported catalyst composed of 4.35% 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 71.6 g/hr, 281.9 g/hr and 43.4 g/hr, respectively, and reacted in the vapor phase at 410° C. The mole ratio of ammonia, steam and ethyl p-hydroxybenzoate in the gaseous mixture was 38.5:5.6:1, and the contact time was 7.5 seconds. When the reaction was continued for 92 hours, 4.477 kg of p-hydroxybenzonitrile was obtained from 6.587 kg of ethyl p-hydroxybenzoate. The yield of the product was 94.8% by weight. Gas-chromatographic analysis showed that only 1.2% by weight of phenol was formed as a by-product. The amount of p-hydroxybenzonitrile obtained was more than 10.1 parts by weight per part by weight of the supported catalyst.

Workup

  1. customA reaction tube having
  2. customrespectively, and reacted in the vapor phase at 410° C
  3. waitWhen the reaction was continued for 92 hours

Sources & evidence

ORD record
ord-ad366706c1644233a9717d26d13a2740
Source dataset
uspto-grants-1984_03
Patent number
US04436670

Reaction notes

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