4-Bromo-1,2-dichlorobenzene → HCID 68518431, compound

HRID 1931867Notes

Reaction equation

HRID 1931867 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[C:4]([Cl:9])[CH:3]=1.[Mg].[C:11]([N:18]1[CH2:22][CH2:21][C:20](=[O:23])[CH2:19]1)([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12]>O1CCCC1>[Cl:9][C:4]1[CH:3]=[C:2]([C:20]2([OH:23])[CH2:21][CH2:22][N:18]([C:11]([O:13][C:14]([CH3:16])([CH3:15])[CH3:17])=[O:12])[CH2:19]2)[CH:7]=[CH:6][C:5]=1[Cl:8]

Participants

5

Reactant 3

HCID 290134-Bromo-1,2-dichlorobenzeneHCID 471360Tert-butyl 3-oxopyrrolidine-1-carboxylate2×HCID 5462224Magnesium

Product 1

HCID 68518431HCID 68518431, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Preparation according to Preparation 1: 4-bromo-1,2-dichlorobenzene (2.0 g, 8.85 mmol), dry tetrahydrofuran (35 mL), magnesium turnings (0.21 g, 8.85 mmol) and 1-N-boc-3-pyrrolidinone (1.63 g, 8.85 mmol). Refluxed for 1 h before addition of 1-N-boc-3-pyrrolidinone and 2 h after addition. Yield: 1.0 g. MS m/z (rel. intensity, 70 eV) 332 (M+, 1), 275 (41), 232 (37), 231 (28), 230 (52), 57 (bp).

Workup

  1. customPreparation
  2. customaccording to Preparation 1
  3. additionafter addition

Sources & evidence

ORD record
ord-3f91f7e55af640558ed8d6a92fce072f
Source dataset
uspto-grants-2012_05
Patent number
US08188301B2

Reaction notes

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