Benzoyl chloride → HCID 19363568, compound

HRID 850329Notes

Reaction equation

HRID 850329 reaction equation
[CH3:1][O:2][C:3]1[CH:17]=[CH:16][C:6]([CH2:7][O:8][CH2:9][CH2:10][C:11]([CH2:14][OH:15])=[C:12]=[CH2:13])=[CH:5][CH:4]=1.[C:18](Cl)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][O:8][CH2:9][CH2:10][C:11]([CH2:14][O:15][C:18](=[O:25])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[C:12]=[CH2:13])=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 19363596HCID 19363596, compound

Product 1

HCID 19363568HCID 19363568, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Combine 5-(p-methoxybenzyloxy)-3-hydroxymethylpent-1,2-diene (25.0 mmol) and benzoyl chloride (25.0 mmol) in pyridine (25 mL) and stir for 16 hours. Partition the reaction mixture between diethyl ether and water, wash the organic layer 3X with saturated sodium bicarbonate and 1X with water, dry over MgSO4 and concentrate in vacuo. Chromatograph on silica gel to give the title compound.

Workup

  1. customPartition the reaction mixture between diethyl ether and water
  2. washwash the organic layer 3X with saturated sodium bicarbonate and 1X with water
  3. dry with materialdry over MgSO4
  4. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-99cccfcd40804ae3a21643fb1ec32469
Source dataset
uspto-grants-2000_01
Patent number
US06017923

Reaction notes

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