Acetic Anhydride → HCID 59706487, compound

HRID 1774382Notes

Reaction equation

HRID 1774382 reaction equation
[CH2:1]([CH:8]([C:22]([OH:24])=[O:23])[C:9](O)([CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:10]([OH:12])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OC(=O)C)(=O)C>CCCCCC.C(OCC)(=O)C>[CH2:1]([C:8]1[C:22]([O:24][C:10](=[O:12])[C:9]=1[CH2:13][CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)=[O:23])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 66648954HCID 66648954, compound

Product 1

HCID 59706487HCID 59706487, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Conditions

Temperature
115 °C

Procedure

To the crude 3-benzyl-2-hydroxy-2-phenethylsuccinic acid obtained was added acetic anhydride (2.5 mL), and the mixture was stirred at 115° C. for 3 h. The acetic anhydride was evaporated under reduced pressure, and the residue thus obtained was subjected to silica gel column chromatography (hexane-ethyl acetate 10:1) to give 180 mg of the title compound as a solid (2 step yield: 81%).

Workup

  1. customThe acetic anhydride was evaporated under reduced pressure
  2. customthe residue thus obtained

Sources & evidence

ORD record
ord-d53345279ba94a659bd384bf415a187f
Source dataset
uspto-grants-2016_02
Patent number
US09260375B2

Reaction notes

Loading…