HCID 67573795, compound → HCID 67584118, compound

HRID 1417753Notes

Reaction equation

HRID 1417753 reaction equation
[C:1]12([C:11]3[CH:31]=[CH:30][C:14]([C:15]([O:17][C:18]4[CH:29]=[CH:28][C:21]([C:22]([O:24]CC=C)=[O:23])=[CH:20][CH:19]=4)=[O:16])=[CH:13][C:12]=3[O:32][CH2:33][O:34][CH2:35][CH2:36][O:37][CH3:38])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2>[Pd].O1CCOCC1>[C:1]12([C:11]3[CH:31]=[CH:30][C:14]([C:15]([O:17][C:18]4[CH:19]=[CH:20][C:21]([C:22]([OH:24])=[O:23])=[CH:28][CH:29]=4)=[O:16])=[CH:13][C:12]=3[O:32][CH2:33][O:34][CH2:35][CH2:36][O:37][CH3:38])[CH2:10][CH:5]3[CH2:4][CH:3]([CH2:9][CH:7]([CH2:6]3)[CH2:8]1)[CH2:2]2

Participants

4

Reactant 1

HCID 67573795HCID 67573795, compound

Product 1

HCID 67584118HCID 67584118, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

2.46 g (4.3 mmol) of allyl 4-[4-(1-adamantyl)-3-methoxyethoxymethoxybenzoyloxy]benzoate, 40 ml of dioxane and 492 mg of palladium-on-charcoal (10%) were introduced into a reactor. The mixture was hydrogenated at 40° C. and at a pressure of 7 bar for three hours. The catalyst was filtered off and the filtrate was evaporated to dryness. The solid obtained was recrystallized from methanol, filtered off and dried. 1.57 g (76%) of the expected acid, having a melting point of 212°-4° C., was recovered.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated to dryness
  3. customThe solid obtained
  4. customwas recrystallized from methanol
  5. filtrationfiltered off
  6. customdried
  7. customwas recovered

Sources & evidence

ORD record
ord-5b8fab2af33743bebec19c0da961ad21
Source dataset
uspto-grants-1999_03
Patent number
US05877342

Reaction notes

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