Sodium Carbonate → HCID 66933619, compound

HRID 1363400Notes

Reaction equation

HRID 1363400 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[C:11]1[O:12][C:13]2[C:18]([C:19](=[O:21])[CH:20]=1)=[C:17]([O:22][CH3:23])[CH:16]=[C:15]([O:24][CH3:25])[C:14]=2[C@@H:26]1[CH2:30][CH2:29][N:28]([CH3:31])[C@H:27]1[CH2:32][OH:33].C([O-])([O-])=O.[Na+].[Na+]>O.C(O)(=O)C.[Fe]>[NH2:8][C:6]1[CH:5]=[CH:4][C:3]([C:11]2[O:12][C:13]3[C:18]([C:19](=[O:21])[CH:20]=2)=[C:17]([O:22][CH3:23])[CH:16]=[C:15]([O:24][CH3:25])[C:14]=3[C@@H:26]2[CH2:30][CH2:29][N:28]([CH3:31])[C@H:27]2[CH2:32][OH:33])=[C:2]([Br:1])[CH:7]=1

Participants

6

Reactant 2

HCID 10340Sodium CarbonateHCID 66933788HCID 66933788, compound

Product 1

HCID 66933619HCID 66933619, compound

Reagents, catalysts & solvents 3

HCID 23925IronCatalystHCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Procedure

Compound of example 41 (0.3 g, 0.6 mmol) was treated with iron dust (0.3 g) in water (1.2 mL) and glacial acetic acid (1.2 mL). The reaction mixture was stirred vigorously at room temperature for 1 h. It was poured into water (25 mL), basified using saturated aqueous Na2CO3 solution and extracted with EtOAc (3×25 mL). The organic extract was washed, dried (anhydrous Na2SO4) and concentrated to obtain the title compound.

Workup

  1. extractionextracted with EtOAc (3×25 mL)
  2. extractionThe organic extract
  3. washwas washed
  4. dry with materialdried (anhydrous Na2SO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-b4be190f6b5046f29ec8dfa134da07c8
Source dataset
uspto-grants-2011_02
Patent number
US07884127B2

Reaction notes

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