Dichloromethane → HCID 20689421, compound

HRID 2281804Notes

Reaction equation

HRID 2281804 reaction equation
[Br:1][C:2]1[CH:21]=[CH:20][C:5]([CH2:6][CH:7]2[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][CH2:8]2)=[CH:4][CH:3]=1.C(Cl)Cl.C(O)(C(F)(F)F)=O>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH:7]2[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]2)=[CH:20][CH:21]=1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 10760574Tert-butyl 4-(4-bromobenzyl)piperidine-1-carboxylate

Product 1

HCID 20689421HCID 20689421, compoundYield 93%

Procedure

To a solution of tert-butyl 4-(4-bromobenzyl)piperidine-1-carboxylate (780 mg, 2.2 mmol) in CH2Cl2 (15 mmol), was added TFA (0.5 mL) and the mixture was stirred at rt for 1 h. The solvent was removed in vacuo and the residue dissolved into CH2Cl2 (50 mL), washed with NaOH (0.1M, 10 mL), brine (10 mL), dried over MgSO4 and concentrated to dryness to give the title compound as a beige solid (520 mg, 93%).

Workup

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue dissolved into CH2Cl2 (50 mL)
  3. washwashed with NaOH (0.1M, 10 mL), brine (10 mL)
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-4c0de5eb6875419eb4aed5c7216c2844
Source dataset
uspto-grants-2015_09
Patent number
US09139563B2

Reaction notes

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