Phosphate → HCID 15661410, compound

HRID 1885378Notes

Reaction equation

HRID 1885378 reaction equation
C([O:4][CH:5](OC(=O)C)[C:6]1[CH:18]=[C:17]2[C:9]([C:10]3[CH:11]=[C:12]([Br:20])[CH:13]=[CH:14][C:15]=3[C:16]2=[O:19])=[CH:8][CH:7]=1)(=O)C.C[O-].[Na+].P([O-])([O-])([O-])=O>CO.C1COCC1.C(OCC)(=O)C>[Br:20][C:12]1[CH:13]=[CH:14][C:15]2[C:16](=[O:19])[C:17]3[C:9]([C:10]=2[CH:11]=1)=[CH:8][CH:7]=[C:6]([CH:5]=[O:4])[CH:18]=3

Participants

7

Reactant 3

HCID 1061PhosphateHCID 10942334Sodium MethoxideHCID 15661449HCID 15661449, compound

Product 1

HCID 15661410HCID 15661410, compoundYield 105.4%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

7-Diacetoxymethyl-3-bromo-9-fluorenone (61.1 mg) was suspended in methanol (4.4 ml) and THF (1.0 ml). To this suspension was added 0.054M NaOMe (0.56 ml). The reaction mixture was stirred at room temperature for 22.5 hours. It was then neutralized with 0.2M pH 7 phosphate buffer. The THF and methanol were removed under reduced pressure. Reaction mixture was then diluted with ethyl acetate, washed with water and brine, dried and evaporated gave the crude product (47.5 mg).

Workup

  1. customThe THF and methanol were removed under reduced pressure
  2. customReaction mixture
  3. washwashed with water and brine
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-38e921f24b67484f93efd11257502445
Source dataset
uspto-grants-1992_09
Patent number
US05144028

Reaction notes

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