HCID 563992, compound → HCID 59591536, compound

HRID 1942575Notes

Reaction equation

HRID 1942575 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C:17](=[O:24])[CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:11][CH:10]=1)C1C=CC=CC=1>CCOC(C)=O.[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][CH2:16][C:17](=[O:24])[CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:13][CH:14]=1

Participants

4

Reactant 1

HCID 563992HCID 563992, compound

Product 1

HCID 59591536HCID 59591536, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

2.0 g of 10% Pd/C is added, at ambient temperature, to a solution of the protected phenol 3 (23.74 g, 0.07 mol) in 320 mL of AcOEt. The reaction medium is stirred overnight under an atmosphere of H2 then it is filtered on Celite®, washed with AcOEt. The filtrate is then concentrated under vacuum in order to produce the expected product 4 (17.02 g, 0.07 mol, 99%) in the form of a colourless oil. The crude product is used in the following stage without other purification.

Workup

  1. filtrationit is filtered on Celite®
  2. washwashed with AcOEt
  3. concentrationThe filtrate is then concentrated under vacuum in order

Sources & evidence

ORD record
ord-250b459e524748a08baec349c89d717b
Source dataset
uspto-grants-2013_03
Patent number
US08389569B2

Reaction notes

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