Methanol → HCID 22623917, compound

HRID 566974Notes

Reaction equation

HRID 566974 reaction equation
BrBr.[CH:3]1[C:18]2[C:19]3[C:6]([C:7](=[O:21])[O:8][C:9](=[O:20])[C:10]=3[CH:11]=[C:12]3[C:17]=2[CH2:16][O:15][CH2:14][O:13]3)=[CH:5][CH:4]=1.[CH3:22][OH:23]>C(Cl)(Cl)Cl>[CH3:22][O:23][CH:16]1[O:15][CH2:14][O:13][C:12]2[C:17]1=[C:18]1[CH:3]=[CH:4][CH:5]=[C:6]3[C:7](=[O:21])[O:8][C:9](=[O:20])[C:10]([CH:11]=2)=[C:19]13

Participants

5

Reactant 3

HCID 887MethanolHCID 24408BromineHCID 22623921HCID 22623921, compound

Product 1

HCID 22623917HCID 22623917, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Bromine (0.3 mL, 5.8 mmol) was added to a suspension of 11H-5,8,10-trioxabenzo[de]anthracene-4,6-dione (0.3 g, 1.2 mmol, from Example K1) in chloroform (20 mL). The mixture was refluxed for 3 hours under nitrogen atmosphere. Methanol (10 mL) was added and the reaction mixture refluxed for additional 3 hours and concentrated in vacuo. The solids obtained were washed with methanol and dried to give 0.16 g of the title compound.

Workup

  1. temperatureThe mixture was refluxed for 3 hours under nitrogen atmosphere
  2. temperaturethe reaction mixture refluxed for additional 3 hours
  3. concentrationconcentrated in vacuo
  4. customThe solids obtained
  5. washwere washed with methanol
  6. customdried

Sources & evidence

ORD record
ord-c4e35337f918420ba3be2c3bf212a64f
Source dataset
uspto-grants-2001_01
Patent number
US06177423B1

Reaction notes

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