Benzeneacetyl chloride, 4-bromo- → HCID 59392780, compound

HRID 216702Notes

Reaction equation

HRID 216702 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](Cl)=[O:10])=[CH:4][CH:3]=1.[NH:12]1[CH2:17][CH2:16][S:15](=[O:19])(=[O:18])[CH2:14][CH2:13]1>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([N:12]2[CH2:17][CH2:16][S:15](=[O:19])(=[O:18])[CH2:14][CH2:13]2)=[O:10])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 181552Benzeneacetyl chloride, 4-bromo-HCID 6484228Thiomorpholine 1,1-dioxide

Product 1

HCID 59392780HCID 59392780, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 1.17 g (5 mmol) (4-Bromo-phenyl)-acetyl chloride (CAS 37859-24-8) in 25 ml CH2Cl2 is added dropwise to a solution of 710 mg (5.25 mmol) thiomorpholine 1,1-dioxide in 25 ml CH2Cl2. After complete addition, the reaction mixture is partitioned between water and CH2Cl2. The aqueous phase is re-extracted twice with CH2Cl2. The combined organic solution is washed with brine, dried over Na2SO4 and concentrated in vacuo to afford the title compound as a light yellow residue.

Workup

  1. additionAfter complete addition
  2. customthe reaction mixture is partitioned between water and CH2Cl2
  3. extractionThe aqueous phase is re-extracted twice with CH2Cl2
  4. washThe combined organic solution is washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-bd82e6cff8954a82874c9c40fb3fec32
Source dataset
uspto-grants-2012_06
Patent number
US08193189B2

Reaction notes

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