Lactic Acid → HCID 20465184, compound

HRID 325561Notes

Reaction equation

HRID 325561 reaction equation
[CH2:1]([NH:4][C:5]1[CH:6]=[C:7]([CH2:11][C:12]([OH:14])=[O:13])[CH:8]=[CH:9][CH:10]=1)[CH:2]=[CH2:3].[C:15]([OH:20])(=[O:19])[CH:16]([CH3:18])O.C1(C)C(S(O)(=O)=O)=CC=CC=1>C1(C)C=CC=CC=1>[CH2:1]([NH:4][C:5]1[CH:6]=[C:7]([CH2:11][C:12]([O:14][CH:16]([C:15]([OH:20])=[O:19])[CH3:18])=[O:13])[CH:8]=[CH:9][CH:10]=1)[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 612Lactic AcidHCID 69252-Methylbenzenesulfonic acidHCID 13293047HCID 13293047, compound

Product 1

HCID 20465184HCID 20465184, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A flask containing 10.0 g. 3-(allylamino)phenylacetic acid, 3.3 g. lactic acid, 500 mg. toluenesulfonic acid and 500 ml. toluene equipped with a Soxhlet extractor charged with activated 4 Å Linde molecular sieves. The solution is refluxed for 24 hours during which time the Soxhlet extractor is charged twice more with fresh sieves. The hot solution is filtered and left to cool, whereupon 1-carboxyethyl 3-(allylamino)phenylacetate separates as off-white crystals.

Workup

  1. additionA flask containing 10.0 g
  2. additioncharged with activated 4 Å Linde molecular sieves
  3. temperatureThe solution is refluxed for 24 hours during which time the Soxhlet extractor
  4. additionis charged twice more with fresh sieves
  5. filtrationThe hot solution is filtered
  6. waitleft
  7. temperatureto cool, whereupon 1-carboxyethyl 3-(allylamino)phenylacetate

Sources & evidence

ORD record
ord-3d2c1b9103254c569a2d108aeb81e634
Source dataset
uspto-grants-1984_04
Patent number
US04440940

Reaction notes

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