Dichloromethane → HCID 5242140, compound

HRID 747184Notes

Reaction equation

HRID 747184 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:12][CH:11](NC)[O:10][N:9]=2)=[CH:4][CH:3]=1.[CH2:15]([N:17]([CH2:20]C)CC)[CH3:16].ClCCl.C(Cl)(=[O:27])C>C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH2:12][CH:11]([CH2:20][NH:17][C:15](=[O:27])[CH3:16])[O:10][N:9]=2)=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 17954489HCID 17954489, compound

Product 1

HCID 5242140HCID 5242140, compoundYield 59.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

[3-(4-Bromo-phenyl)-4,5-dihydro-isoxazol-5-yl]-methylamine (10 g, 39.1 mmol) and triethylamine (8.2 ml, 58.6 mmol) were added to anhydrous dichloromethane (100 ml) and cooled to 0° C. Acetyl chloride (3.0 ml, 43.6 mmol) was then added dropwise and the reaction was stirred for 3 hours followed by addition of ethyl acetate (200 ml). The precipitate was collected, washed with water (2×100 ml), and finally with ethyl ether (2×50 ml) to give the desired product (6.9 g).

Workup

  1. customThe precipitate was collected
  2. washwashed with water (2×100 ml)

Sources & evidence

ORD record
ord-c9e8b76d03ad40998b56f357537ee93b
Source dataset
uspto-grants-2008_07
Patent number
US07396847B2

Reaction notes

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