Bromine → HCID 22222592, compound

HRID 841962Notes

Reaction equation

HRID 841962 reaction equation
Br[CH:2]([CH:8](Br)[C:9]([C:11]1[CH:16]=[C:15]([O:17][CH3:18])[C:14]([O:19][CH3:20])=[CH:13][C:12]=1[N+:21]([O-:23])=[O:22])=[O:10])[C:3]([O:5][CH2:6][CH3:7])=[O:4].COC1C(OC)=CC(C(=O)C=CC(OCC)=O)=C([N+]([O-])=O)C=1.BrBr>C(Cl)Cl>[CH3:20][O:19][C:14]1[C:15]([O:17][CH3:18])=[CH:16][C:11]([C:9](=[O:10])[C:8]#[C:2][C:3]([O:5][CH2:6][CH3:7])=[O:4])=[C:12]([N+:21]([O-:23])=[O:22])[CH:13]=1

Participants

5

Reactant 3

HCID 24408BromineHCID 22222573HCID 22222573, compoundHCID 53892449HCID 53892449, compound

Product 1

HCID 22222592HCID 22222592, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

The procedure as described above in connection with Intermediate 1 was repeated to prepare ethyl 2,3-dibromo-4-(4,5-dimethoxy-2-nitrophenyl)-4-oxobutanoate (337 mg, 100%) in the form of a diastereo mixture as light brown oil (mixing ratio=2:1) from a solution of ethyl 4-(4,5-dimethoxy-2-nitrophenyl)-4-oxo-2-butenoate (199 mg, 0.6 mmol) in methylene chloride (10 ml) and a solution of bromine (0.04 ml) in methylene chloride (5 ml). The diastereo mixture was used in the next reaction without separation.

Workup

  1. customThe diastereo mixture was used in the next reaction without separation

Sources & evidence

ORD record
ord-72fd7b3b62f244b2a9e38f6b8ee57beb
Source dataset
uspto-grants-2002_04
Patent number
US06372735B1

Reaction notes

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