Dicyclohexylcarbodiimide → HCID 58157306, compound

HRID 2196184Notes

Reaction equation

HRID 2196184 reaction equation
[C:1]([OH:11])(=[O:10])[C@H:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:3].O[N:13]1[C:17](=[O:18])[CH2:16][CH2:15][C:14]1=[O:19].C1(N=C=NC2CCCCC2)CCCCC1>CCOC(C)=O>[O:19]=[C:14]1[CH2:15][CH2:16][C:17](=[O:18])[N:13]1[O:10][C:1](=[O:11])[C@@H:2]([OH:3])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 80170N-HydroxysuccinimideHCID 439616(S)-mandelic acid

Product 1

HCID 58157306HCID 58157306, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of (S)-(+)-mandelic acid (0.50 g, 3.3 mmol) and N-hydroxy succinimide (0.38 g, 3.3 mmol) in EtOAc (10 mL) was added 1,3-dicyclohexylcarbodiimide (0.67 g, 3.3 mmol) in EtOAC (5 mL) drop wise. The resulting solution was let stir for 4 h and then filtered. The filtrate was concentrated under reduced pressure and the resulting residue was used in the next step without further purification.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. customthe resulting residue was used in the next step without further purification

Sources & evidence

ORD record
ord-e78a40e0e60b42a4831fbc10a3b9ecd0
Source dataset
uspto-grants-2012_12
Patent number
US08338426B2

Reaction notes

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