Dicyclohexylcarbodiimide → HCID 20515769, compound

HRID 1065187Notes

Reaction equation

HRID 1065187 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10](=[O:20])[CH:11]1[CH2:19][CH2:18][CH2:17][C:13]([C:14]([OH:16])=O)=[CH:12]1.C1(N=C=NC2CCCCC2)CCCCC1>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:10](=[O:20])[CH:11]2[CH2:19][CH2:18][CH2:17][C:13](=[CH:12]2)[C:14]1=[O:16]

Participants

4

Reactant 2

HCID 10868DicyclohexylcarbodiimideHCID 20541553HCID 20541553, compound

Product 1

HCID 20515769HCID 20515769, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

N-(2-fluoro-4-bromophenyl)-3,4,5,6-tetrahydroisophthalamic acid (84.4 g) and dicyclohexylcarbodiimide (51.0 g) were added to toluene (600 ml) and the mixture was stirred at 0°-10° C. for 2 hours. The precipitate was removed and the filtrate was concentrated to dryness under reduced pressure. The oil was washed with n-hexane by decanting. The crystals were recovered by filtration and washed with a small quantity of cold n-hexane. Yield 36.4 g.; m.p. 45°-46° C.

Workup

  1. customThe precipitate was removed
  2. concentrationthe filtrate was concentrated to dryness under reduced pressure
  3. washThe oil was washed with n-hexane
  4. customby decanting
  5. filtrationThe crystals were recovered by filtration
  6. washwashed with a small quantity of cold n-hexane

Sources & evidence

ORD record
ord-267be0484f6f46538afdd80f99a56bcc
Source dataset
uspto-grants-1982_05
Patent number
US04328367

Reaction notes

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