Benzyl Bromide → HCID 10977790, compound

HRID 574234Notes

Reaction equation

HRID 574234 reaction equation
[F:1][C:2]([F:10])([F:9])[C:3]([OH:8])([CH3:7])[C:4]([OH:6])=[O:5].CCN(C(C)C)C(C)C.[CH2:20](Br)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CC#N>[F:1][C:2]([F:10])([F:9])[C:3]([OH:8])([CH3:7])[C:4]([O:6][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:5]

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 81531DiisopropylethylamineHCID 27751253,3,3-Trifluoro-2-hydroxy-2-methylpropanoic acid

Product 1

HCID 10977790HCID 10977790, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3,3,3-Trifluoro-2-hydroxy-2-methylpropanoic acid (0.6 g, 3.80 mmol) was dissolved in MeCN (5 ml). DIPEA (0.663 ml, 3.80 mmol) was added and stirred for 5 min. Benzyl bromide (541 mg, 3.16 mmol) was added and the reaction mixture was stirred at RT for 16 h followed by 70° C. for 16 h. After cooling to RT, the solvent was removed in vacuo and the resulting residue was dissolved in DCM. The mixture was washed with water and the organic portion was separated by means of a phase separator. The solvent was removed in vacuo to afford the title compound.

Workup

  1. stirringthe reaction mixture was stirred at RT for 16 h
  2. waitfollowed by 70° C. for 16 h
  3. customthe solvent was removed in vacuo
  4. dissolutionthe resulting residue was dissolved in DCM
  5. washThe mixture was washed with water
  6. customthe organic portion was separated by means of a phase separator
  7. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-2a7d3505cf7040c487f4a475501ff545
Source dataset
uspto-grants-2015_05
Patent number
US09034879B2

Reaction notes

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