Benzyl 2-[2,6-Bis(isopropyl)phenoxycarbonyloxy]-benzoate → 2-[2,6-Bis(isopropyl)phenoxycarbonyloxy]-benzoic Acid

HRID 2103789Notes

Reaction equation

HRID 2103789 reaction equation
[CH:1]([C:4]1[CH:29]=[CH:28][CH:27]=[C:26]([CH:30]([CH3:32])[CH3:31])[C:5]=1[O:6][C:7]([O:9][C:10]1[CH:25]=[CH:24][CH:23]=[CH:22][C:11]=1[C:12]([O:14]CC1C=CC=CC=1)=[O:13])=[O:8])([CH3:3])[CH3:2]>C(OCC)(=O)C.[Pd]>[CH:1]([C:4]1[CH:29]=[CH:28][CH:27]=[C:26]([CH:30]([CH3:32])[CH3:31])[C:5]=1[O:6][C:7]([O:9][C:10]1[CH:25]=[CH:24][CH:23]=[CH:22][C:11]=1[C:12]([OH:14])=[O:13])=[O:8])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 21110017Benzyl 2-[2,6-Bis(isopropyl)phenoxycarbonyloxy]-benzoate

Product 1

HCID 211100152-[2,6-Bis(isopropyl)phenoxycarbonyloxy]-benzoic Acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent2×

Procedure

To a suspension of 10% Pd—C (100 mg) in ethyl acetate (15 mL) under nitrogen was added a solution of compound (105) (0.7 g, 1.6 mmol) in ethyl acetate (5 mL). The resulting suspension was degassed three times and then hydrogen gas was introduced. The reaction mixture was stirred under 1 atm hydrogen atmosphere for 14 h, then filtered through a small plug of celite. The filtrate was concentrated in vacuo. The crude product (106) was carried to next step without further purification.

Workup

  1. customThe resulting suspension was degassed three times
  2. additionhydrogen gas was introduced
  3. filtrationfiltered through a small plug of celite
  4. concentrationThe filtrate was concentrated in vacuo
  5. customThe crude product (106) was carried to next step without further purification

Sources & evidence

ORD record
ord-c7086ba575bf4dbb9a7feb156b967c5d
Source dataset
uspto-grants-2009_08
Patent number
US07576127B2

Reaction notes

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