Dicyclohexylcarbodiimide → HCID 14512163, compound

HRID 1198331Notes

Reaction equation

HRID 1198331 reaction equation
C1CCC(N=C=NC2CCCCC2)CC1.[CH2:16]([O:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:35]=[CH:34][C:33]([OH:36])=[C:32]([F:37])[C:31]=2[F:38])=[CH:26][CH:25]=1)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].[Cl:39][CH:40]([CH:44]([CH3:46])[CH3:45])[C:41](O)=[O:42]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[Cl:39][CH:40]([CH:44]([CH3:46])[CH3:45])[C:41]([O:36][C:33]1[CH:34]=[CH:35][C:30]([C:27]2[CH:28]=[CH:29][C:24]([O:23][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:25][CH:26]=2)=[C:31]([F:38])[C:32]=1[F:37])=[O:42]

Participants

6

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 3134932-chloro-3-methylbutanoic acidHCID 14495738HCID 14495738, compound

Product 1

HCID 14512163HCID 14512163, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent2×

Procedure

A solution of 0.1 mol of DCC in methylene chloride is added to a mixture of 0.1 mol of 4'-heptyloxy-2,3-difluorobiphenyl-4-ol, 0.1 mol of optically active 2-chloro-3-methylbutyric acid (prepared from valine) and a catalytic amount of DMAP in 250 ml of methylene chloride at 0° C. The mixture is then stirred at room temperature for 12 hours, the precipitate is subsequently filtered off with suction and the filtrate is worked up in the customary manner to give 4-(p-heptyloxyphenyl)-2,3-difluorophenyl 2-chloro-3-methylbutyrate.

Workup

  1. customat 0° C
  2. filtrationthe precipitate is subsequently filtered off with suction

Sources & evidence

ORD record
ord-0fbf14fbc1cb443a927d4aae3c0a37ad
Source dataset
uspto-grants-1994_01
Patent number
US05279764

Reaction notes

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