Sulfuric Acid → HCID 10336428, compound

HRID 1244548Notes

Reaction equation

HRID 1244548 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[C:19](=[O:20])[CH2:18][CH:17]([C:21]([OH:23])=[O:22])[CH2:16]2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(=O)(=O)(O)O.Cl[CH2:30]Cl>CO>[CH3:30][O:22][C:21]([CH:17]1[CH2:18][C:19](=[O:20])[N:15]([C:12]2[CH:13]=[CH:14][C:9]([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[CH:10][CH:11]=2)[CH2:16]1)=[O:23]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 6344DichloromethaneHCID 2968114STK087815

Product 1

HCID 10336428HCID 10336428, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

7.46 g (24 mmol) (RS)-1-(4-benzyloxy-phenyl)-5-oxo-pyrrolidine-3-carboxylic acid is dissolved in a mixture of 40 ml dichloromethane and 7.5 ml methanol. 0.13 ml concentrated sulfuric acid is added and the reaction mixture hold under reflux over night. The solvent is evaporated and the residue triturated with diethyl ether to yield 7.26 g (93%) of a colorless solid (used in the next step without further purification).

Workup

  1. temperaturethe reaction mixture hold under reflux over night
  2. customThe solvent is evaporated
  3. customthe residue triturated with diethyl ether

Sources & evidence

ORD record
ord-5dcaa54585db449f9338e0b2d36fc772
Source dataset
uspto-grants-2006_10
Patent number
US07122562B2

Reaction notes

Loading…