Pyridine → HCID 67742855, compound

HRID 655049Notes

Reaction equation

HRID 655049 reaction equation
[CH3:1][O:2][C:3]1[CH:28]=[CH:27][C:6]([CH2:7][O:8][C:9]2[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=2[O:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)[CH:12]=[O:13])=[CH:5][CH:4]=1.N1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.[C:35](Cl)(=[O:37])[CH3:36].Cl[CH2:40]Cl>C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][O:8][C:9]2[CH:10]=[C:11]([C:12]([O:37][CH2:35][C:36]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)([OH:13])[CH3:40])[CH:14]=[CH:15][C:16]=2[O:17][CH2:18][C:19]2[CH:20]=[CH:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=2)=[CH:27][CH:28]=1

Participants

6

Reactant 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 10619649Benzaldehyde, 3,4-bis[(4-methoxyphenyl)methoxy]-

Product 1

HCID 67742855HCID 67742855, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 3,4-dihydroxy-ω-chloroacetophenone (1) (1.65 g: 8.84 mMol.) in dichloromethane (17 ml) keeping at 0° C. are added pyridine (1.64 ml: 2.3 Eq.) and acetyl chloride (1.45 ml: 2.3 Eq.), and the mixture is stirred at 0° C. for 30 minutes. The reaction mixture is diluted with ethyl acetate, washed with water, dried, and concentrated under reduced pressure to give 3,4-diacetoxy-ω-chloroacetophenone (2) (2.03 g).

Workup

  1. customkeeping at 0° C.
  2. washwashed with water
  3. customdried
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b6b56693b0704fa4aff921c7d927107a
Source dataset
uspto-grants-1992_07
Patent number
US05134138

Reaction notes

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