Dichloromethane → HCID 19363569, compound

HRID 850330Notes

Reaction equation

HRID 850330 reaction equation
COC1C=CC(C[O:8][CH2:9][CH2:10][C:11]([CH2:14][O:15][C:16](=[O:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:12]=[CH2:13])=CC=1.C(Cl)Cl.ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>O>[OH:8][CH2:9][CH2:10][C:11]([CH2:14][O:15][C:16](=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[C:12]=[CH2:13]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 19363568HCID 19363568, compound

Product 1

HCID 19363569HCID 19363569, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Combine 5-(p-methoxybenzyloxy)-3-benzoyloxymethylpent-1,2-diene (12.0 mmol), methylene chloride (25 mL) and water (1.25 mL). Add 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (12.5 mmol) with rapid stirring. After 1.5 hours filter the reaction mixture and extract the filtrate three times with water, dry over MgSO4 and concentrate in vacuo. Chromatograph on silica gel to give the title compound.

Workup

  1. filtrationAfter 1.5 hours filter the reaction mixture
  2. extractionextract the filtrate three times with water
  3. dry with materialdry over MgSO4
  4. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-c1bfaca1671b4befb815c98511e9761a
Source dataset
uspto-grants-2000_01
Patent number
US06017923

Reaction notes

Loading…