Mandelic Acid → HCID 20319578, compound

HRID 866559Notes

Reaction equation

HRID 866559 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:9]([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:5]=[CH:6][C:7]=1[OH:8].[C:16](O)(=O)[CH:17]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[OH:18]>C1(C)C(C)=CC=CC=1>[OH:18][CH:17]([C:16]1[O:8][C:7]2[CH:6]=[CH:5][C:4]([CH:9]([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:3][C:2]=2[N:1]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 1292Mandelic AcidHCID 12202638Ethyl 3-amino-4-hydroxy-phenyl-propionate

Product 1

HCID 20319578HCID 20319578, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of ethyl 2-(3-amino-4-hydroxyphenyl)propionate (1.2 g.), mandelic acid (1 g.) and xylene (50 ml.) was heated using a Dean and Stark apparatus. After 24 hours, the solution was evaporated to dryness and the residue was taken up in chloroform. This solution was washed first with sodium hydroxide solution, then with hydrochloric acid and finally dried over sodium carbonate. The solution was evaporated to dryness to give ethyl 2-[2-(α-hydroxybenzyl)-5-benzoxazolyl]propionate, the structure of which was confirmed by n.m.r. spectroscopy.

Workup

  1. temperaturewas heated
  2. customthe solution was evaporated to dryness
  3. washThis solution was washed first with sodium hydroxide solution
  4. dry with materialwith hydrochloric acid and finally dried over sodium carbonate
  5. customThe solution was evaporated to dryness

Sources & evidence

ORD record
ord-18e4911cdbba466183bdb3bedc628095
Source dataset
uspto-grants-1978_07
Patent number
US04100168

Reaction notes

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