Sodium Bicarbonate → HCID 89872760, compound

HRID 515395Notes

Reaction equation

HRID 515395 reaction equation
C([O:4][CH2:5][C:6](=[O:18])[CH2:7][CH2:8][C:9]([C:11]1[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][CH:12]=1)=[O:10])(=O)C.C(=O)(O)[O-].[Na+]>CO>[Br:17][C:14]1[CH:13]=[CH:12][C:11]([C:9](=[O:10])[CH2:8][CH2:7][C:6](=[O:18])[CH2:5][OH:4])=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 89872730HCID 89872730, compound

Product 1

HCID 89872760HCID 89872760, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a round bottom flask containing 5-(4-bromophenyl)-2,5-dioxopentyl acetate (1.3 g, 4.15 mmol) and sodium bicarbonate (0.42 g, 4.98 mmol) was added MeOH (26 ml). The mixture was stir at room temperature for 19 hours. Afterward, the reaction mixture was concentrated and the resulting residue was taken up in water to form a slurry. The slurry was filtered, washed with water to afford the title compound as off-white solid after drying (985 mg, 88% yield). MS (ESI) m/z 273.0 (M+1). Retention time 1.10 min. (Condition R).

Workup

  1. concentrationAfterward, the reaction mixture was concentrated
  2. customto form a slurry
  3. filtrationThe slurry was filtered
  4. washwashed with water

Sources & evidence

ORD record
ord-7f3cf96abea14f15800354653a2450db
Source dataset
uspto-grants-2015_08
Patent number
US09108956B2

Reaction notes

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