Phenethylamine → HCID 16473443, compound

HRID 2165211Notes

Reaction equation

HRID 2165211 reaction equation
[C:1]1([CH2:7][CH2:8][NH2:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:10][CH:11]1[CH2:17][C:16](=[O:18])[O:15][C:13](=[O:14])[CH2:12]1>C1(C)C=CC=CC=1>[CH3:10][CH:11]([CH2:17][C:16](=[O:18])[NH:9][CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH2:12][C:13]([OH:15])=[O:14]

Participants

4

Reactant 2

HCID 1001PhenethylamineHCID 778283-Methylglutaric anhydride

Product 1

HCID 16473443HCID 16473443, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A solution of 2-phenylethylamine (6.3 ml) in dry toluene (50 ml) was added dropwise to a stirred solution of 3-methylglutaric anhydride (6.4 g) in dry toluene (250 ml) at 0° under a nitrogen atmosphere. After complete addition the mixture was heated at reflux temperature for 3 hours. The solution was evaporated and the residual oil triturated with ether (150 ml). The solid was filtered and dried to give the sub-title intermediate (3.3 g), mp 78°-80°.

Workup

  1. additionAfter complete addition the mixture
  2. temperaturewas heated
  3. temperatureat reflux temperature for 3 hours
  4. customThe solution was evaporated
  5. customthe residual oil triturated with ether (150 ml)
  6. filtrationThe solid was filtered
  7. customdried

Sources & evidence

ORD record
ord-354a1ead5c484775b2f05163539cd344
Source dataset
uspto-grants-1990_07
Patent number
US04939147

Reaction notes

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