Trifluoroacetic acid → (R)-2-Benzyl-succinic acid 1-benzyl ester

HRID 373659Notes

Reaction equation

HRID 373659 reaction equation
[CH2:1]([O:8][C:9](=[O:26])[C@H:10]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:11][C:12]([O:14]C(C)(C)C)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH2:1]([O:8][C:9]([C@H:10]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:11][C:12]([OH:14])=[O:13])=[O:26])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 14213078HCID 14213078, compound

Product 1

HCID 14213081(R)-2-Benzyl-succinic acid 1-benzyl esterYield 100.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The resultant compound from Example 98 (11.76 g, 33.2 mmol) in methylene chloride (25 ml) was treated with trifluoroacetic acid (25 ml). After stirring at room temperature for 90 min the solvent was evaporated to afford 9.91 g (100%) of the desired product as a solid, m.p. 48°-51° C.

Workup

  1. customwas evaporated

Sources & evidence

ORD record
ord-4a6a9b24fb1e4fc49fc52630e2108c82
Source dataset
uspto-grants-1992_11
Patent number
US05164388

Reaction notes

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