Ammonia → Ethylparaben

HRID 1903394Notes

Reaction equation

HRID 1903394 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 350 g of a supported catalyst containing 3.85% 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 38.6 g/hr, 263.2 g/hr, and 41 g/hr, respectively, and reacted in the vapor phase at 400° C. The mole ratio of ammonia, steam and ethyl p-hydroxybenzoate in the gaseous mixture was 66.6:9.8:1, and the contact time was 9.4 seconds. When the reaction was continued for 204 hours, 5.363 kg of p-hydroxybenzonitrile was obtained from 7.784 kg of ethyl p-hydroxybenzoate. The yield was 95.0% by weight. Gas chromatographic analysis showed that only 2.1% 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 15.3 parts by weight.

Workup

  1. customA reaction tube having
  2. customrespectively, and reacted in the vapor phase at 400° C
  3. waitWhen the reaction was continued for 204 hours

Sources & evidence

ORD record
ord-fa43d3ba2cda4cb68456467b42549345
Source dataset
uspto-grants-1984_03
Patent number
US04436670

Reaction notes

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