HCID 67573425, compound → HCID 54415480, compound

HRID 1417750Notes

Reaction equation

HRID 1417750 reaction equation
[C:1]12([C:11]3[CH:35]=[CH:34][C:14]([C:15]([O:17][C:18]4[CH:33]=[CH:32][C:21]([C:22]([O:24]CC5C=CC=CC=5)=[O:23])=[CH:20][CH:19]=4)=[O:16])=[CH:13][C:12]=3[O:36][CH3:37])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2>O1CCOCC1>[C:1]12([C:11]3[CH:35]=[CH:34][C:14]([C:15]([O:17][C:18]4[CH:19]=[CH:20][C:21]([C:22]([OH:24])=[O:23])=[CH:32][CH:33]=4)=[O:16])=[CH:13][C:12]=3[O:36][CH3:37])[CH2:2][CH:3]3[CH2:9][CH:7]([CH2:6][CH:5]([CH2:4]3)[CH2:10]1)[CH2:8]2

Participants

3

Reactant 1

HCID 67573425HCID 67573425, compound

Product 1

HCID 54415480HCID 54415480, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1.8 g (3.6 mmol) of benzyl 4-[4-(1-adamantyl)-3-methoxybenzoyloxy]benzoate and 50 ml of dioxane were introduced into a reactor. After flushing the reactor with nitrogen, 1 g of Pd-on-charcoal (10%) was introduced, followed by hydrogen at a pressure of 7.5 bar. The mixture was stirred at room temperature for 3 hours, the catalyst was filtered off and the filtrate was evaporated. The residue obtained was triturated from 40 ml of ethyl ether and filtered. 1.1 g (71%) of the expected acid, having a melting point of 273°-4° C., was recovered.

Workup

  1. customAfter flushing the reactor with nitrogen, 1 g of Pd-on-charcoal (10%)
  2. additionwas introduced
  3. filtrationthe catalyst was filtered off
  4. customthe filtrate was evaporated
  5. customThe residue obtained
  6. customwas triturated from 40 ml of ethyl ether
  7. filtrationfiltered
  8. customwas recovered

Sources & evidence

ORD record
ord-19a52bcc96094a869911d1d9df9e9a6e
Source dataset
uspto-grants-1999_03
Patent number
US05877342

Reaction notes

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