Dicyclohexylcarbodiimide → HCID 10766043, compound

HRID 1459151Notes

Reaction equation

HRID 1459151 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH:15]=[C:14]([C:19]([OH:21])=[O:20])[CH:13]=[CH:12]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].C1(N=C=NC2CCCCC2)CCCCC1.[F:37][C:38]1[C:43](O)=[C:42]([F:45])[C:41]([F:46])=[C:40]([F:47])[C:39]=1[F:48]>C(OCC)(=O)C>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH:15]=[C:14]([C:19]([O:21][C:43]1[C:42]([F:45])=[C:41]([F:46])[C:40]([F:47])=[C:39]([F:48])[C:38]=1[F:37])=[O:20])[CH:13]=[CH:12]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 13041PentafluorophenolHCID 10731954HCID 10731954, compound

Product 1

HCID 10766043HCID 10766043, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
25 °C

Procedure

Pentafluorphenyl 6-n-heptyloxy-2-naphthoate is prepared as follows. To a suspension of 6-n-heptyloxy-2-naphthoic acid (10.5 mmol) and dicyclohexylcarbodiimide (10.5 mmol) in ethyl acetate at 0° C. is added pentafluorophenol (11.5 mmol). The mixture is stirred at 25° C. for a period of 18 h. Any precipitate is removed by filtration. The filtrate is washed twice with water and brine and dried with magnesium sulfate. Removal of the ethyl acetate in vacuo gives the desired pentafluorphenyl 6-n-heptyloxy-2-naphthoate.

Workup

  1. customPentafluorphenyl 6-n-heptyloxy-2-naphthoate is prepared
  2. customAny precipitate is removed by filtration
  3. washThe filtrate is washed twice with water and brine
  4. dry with materialdried with magnesium sulfate
  5. customRemoval of the ethyl acetate in vacuo

Sources & evidence

ORD record
ord-3f067ad738104037bb860f708bdf90cf
Source dataset
uspto-grants-1998_12
Patent number
US05854212

Reaction notes

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