Hydrochloric Acid → HCID 23453059, compound

HRID 1277676Notes

Reaction equation

HRID 1277676 reaction equation
C(OC1C=CC=CC=1C([NH:10][CH:11]([CH3:25])[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][C:20]([O:22]CC)=[O:21])=[CH:15][CH:14]=1)=O)CCC.N1CCOCC1.[S].Cl>>[NH2:10][CH:11]([CH3:25])[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][C:20]([OH:22])=[O:21])=[CH:15][CH:14]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 8083MorpholineHCID 5362487SulfurHCID 23453096HCID 23453096, compound

Product 1

HCID 23453059HCID 23453059, compound

Procedure

The preparation of the ethyl 4-(2-aminopropyl)phenylacetate used as starting material is carried out in the following manner: 4-(2-acetamidopropyl)-acetophenone (m.p. 99°-100° C.) is reacted with morpholine and sulfur to give the thiomorpholide of 4-(2-acetamidopropyl)-phenyl-acid acid (m.p. 147° C.). By boiling with 6 N hydrochloric acid, there is obtained 4-(2-aminopropyl)-phenylacetic acid (oily), which is esterified with hydrogen chloride and ethanol. By treating the initially formed hydrochloride with dilute aqueous sodium hydroxide solution, there is obtained the free amino compound in the form of an oil.

Workup

  1. customto give the thiomorpholide of 4-(2-acetamidopropyl)-phenyl-acid acid (m.p. 147° C.)

Sources & evidence

ORD record
ord-49bf9e97b57e416aa40977b807d43cc4
Source dataset
uspto-grants-1981_07
Patent number
US04278680

Reaction notes

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