HCID 66731770, compound → HCID 44411326, compound

HRID 1367766Notes

Reaction equation

HRID 1367766 reaction equation
C([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]#[C:20][C:21]1[CH:26]=[C:25]([O:27][CH3:28])[CH:24]=[CH:23][C:22]=1[O:29][CH3:30])C1C=CC=CC=1>C(O)C.[C].[Pd]>[CH3:30][O:29][C:22]1[CH:23]=[CH:24][C:25]([O:27][CH3:28])=[CH:26][C:21]=1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][OH:8]

Participants

4

Reactant 1

HCID 66731770HCID 66731770, compound

Product 1

HCID 44411326HCID 44411326, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

554.1 mg of 2-(12(benzyloxy)dodec-1-ynyl)-1,4-dimethoxybenzene was dissolved in 3 ml of ethanol, 5% palladium-carbon (60 mg) was added to this solution, and this was placed under hydrogen atmosphere. The reaction mixture was stirred for one day at room temperature. The reaction solution was filtered through Celite, and the solvent was distilled off at reduced pressure. Purification of the residue by silica gel chromatography (hexane:ethyl acetate=6:4) gave 12-(2,5-dimethoxyphenyl)dodecan-1-ol as a colorless oil at a 92% yield.

Workup

  1. filtrationThe reaction solution was filtered through Celite
  2. distillationthe solvent was distilled off at reduced pressure
  3. customPurification of the residue by silica gel chromatography (hexane:ethyl acetate=6:4)

Sources & evidence

ORD record
ord-9de12c01b6cd445e938a01471203c284
Source dataset
uspto-grants-2011_02
Patent number
US07893304B2

Reaction notes

Loading…