Chloroform → Dicyclohexylcarbodiimide

HRID 654972Notes

Reaction equation

HRID 654972 reaction equation
C(Cl)Cl.C(Cl)(Cl)Cl.[C:8](#[N:10])[CH3:9].O1[CH2:15][CH2:14][CH2:13][CH2:12]1.C([N:18]([CH2:21]C)[CH2:19][CH3:20])C>CN(C)C1C=CN=CC=1.N1C=CC=CC=1>[CH:8]1([N:10]=[C:21]=[N:18][CH:19]2[CH2:20][CH2:15][CH2:14][CH2:13][CH2:12]2)[CH2:15][CH2:14][CH2:13][CH2:12][CH2:9]1

Participants

8

Reactant 5

HCID 6212ChloroformHCID 6342AcetonitrileHCID 6344DichloromethaneHCID 8028TetrahydrofuranHCID 8471Triethylamine

Product 1

HCID 10868Dicyclohexylcarbodiimide

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalyst2×HCID 1049PyridineSolvent

Procedure

The resulting compound was then reacted with a compound of formula X--R20, wherein X represents a halogen atom, in an organic solvent, e.g., methylene chloride, chloroform, acetonitrile, tetrahydrofuran, etc., in the presence of an organic base, e.g., pyridine, 4-dimethylamino pyridine, triethylamine, etc., or reacted with a compound of the formula HO-R20 and a catalyst such as dicyclohexylcarbodiimide in the presence of 4-dimethylaminopyridine to obtain the compound of formula (V').

Workup

  1. customThe resulting compound was then reacted with a compound of formula X

Sources & evidence

ORD record
ord-a3395af376dd4a2baec855284a7f039c
Source dataset
uspto-grants-1992_07
Patent number
US05134230

Reaction notes

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