Dichloromethane → HCID 117839900, compound

HRID 1477590Notes

Reaction equation

HRID 1477590 reaction equation
ClCCl.Cl.[NH2:5][CH2:6][CH:7]([OH:16])[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=1.C(N(CC)CC)C.[Br:24][CH2:25][C:26](Br)=[O:27]>O>[Br:24][CH2:25][C:26]([NH:5][CH2:6][CH:7]([OH:16])[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=1)=[O:27]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 61147Bromoacetyl bromideHCID 71295367HCID 71295367, compound

Product 1

HCID 117839900HCID 117839900, compoundYield 97.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a dichloromethane suspension (16 mL) of 1-amino-3-(4-fluorophenyl)propan-2-ol hydrochloride (0.75 g, 3.64 mmol) synthesized in Reference Synthesis Example 41, triethylamine (0.92 g, 9.10 mmol) and bromoacetyl bromide (0.88 g, 4.37 mmol) were added at 0° C. and the resultant solution was stirred for 0.5 hours. After completion of the reaction, water was added thereto and extraction with chloroform from the resultant mixture was performed. The obtained organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain the title compound (1.03 g, yield 97%).

Workup

  1. additionwere added at 0° C.
  2. additionwas added
  3. extractionextraction with chloroform from the resultant mixture
  4. dry with materialThe obtained organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-9e1c76e1e79048e59755d606eeefa388
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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