Dicyclohexylcarbodiimide → HCID 14677532, compound

HRID 982064Notes

Reaction equation

HRID 982064 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:14][CH:13]3[CH2:15][CH:10]([CH2:11][CH2:12]3)[C:9]=2[CH:16]=[CH:17][CH:18]([OH:26])[CH2:19][CH:20]([OH:25])[CH2:21][C:22](O)=[O:23])=[CH:4][CH:3]=1.C1(N=C=NC2CCCCC2)CCCCC1>CCOCC>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:14][CH:13]3[CH2:15][CH:10]([CH2:11][CH2:12]3)[C:9]=2/[CH:16]=[CH:17]/[C@@H:18]2[O:26][C:22](=[O:23])[CH2:21][C@@H:20]([OH:25])[CH2:19]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 10868DicyclohexylcarbodiimideHCID 54434099HCID 54434099, compound

Product 1

HCID 14677532HCID 14677532, compoundYield 42.6%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 7-[3-(4-fluorophenyl)bicyclo[3.2.1]-oct-2-en-2-yl]-3,5-dihydroxyhept-6-enoic acid (1.28 g, 3.55 mmoles) in 15 ml anhydrous ether at 0°-5° C. was added dicyclohexylcarbodiimide (0.74 g, 3.55 mmoles). The mixture was stirred for 4 hours, filtered and the volatiles were removed in vacuo. Purification of the residue using silica gel and 60% hexanes in ethyl acetate as the eluent provided 0.518 g of the solid product. mp 123°-127° C.

Workup

  1. filtrationfiltered
  2. customthe volatiles were removed in vacuo
  3. customPurification of the residue

Sources & evidence

ORD record
ord-a415202b7c854071a083ee62ffbde7b1
Source dataset
uspto-grants-1991_02
Patent number
US04994494

Reaction notes

Loading…