Water → HCID 20233096, compound

HRID 1719723Notes

Reaction equation

HRID 1719723 reaction equation
[CH3:1][O:2][C:3](=[O:12])[CH2:4][NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.C(N([CH2:18][CH3:19])CC)C.[OH2:20].C([C:24]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)([OH:28])[C:25](Cl)=[O:26])(=O)C>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3](=[O:12])[CH2:4][N:5]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:25](=[O:26])[CH:24]([C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)[O:28][C:18](=[O:20])[CH3:19]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 571509Methyl 2-(phenylamino)acetateHCID 23035632HCID 23035632, compound

Product 1

HCID 20233096HCID 20233096, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent3×

Procedure

125 g of N-phenylglycine methyl ester were dissolved in 600 ml of absolute toluene and 161 g of acetylmandelyl chloride, dissolved in 80 ml of toluene, were added dropwise (cooling with ice); a further 76.5 g of triethylamine in 200 ml of toluene were then added dropwise. After 1 hour, water was added and the organic phase was separated off, dried and concentrated.

Workup

  1. additionwere added dropwise
  2. temperature(cooling with ice)
  3. customthe organic phase was separated off
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-03a813a13f6a40a9a81bb877d70f1e9d
Source dataset
uspto-grants-1985_09
Patent number
US04542148

Reaction notes

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