Benzene, 1-bromo-3-(trifluoromethyl)- → HCID 19816168, compound

HRID 437603Notes

Reaction equation

HRID 437603 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:6][CH:7]=1.[Mg].[CH3:13][N:14]([CH3:22])[CH2:15][CH2:16][C:17]([CH:19]1[CH2:21][CH2:20]1)=[O:18]>CCOCC>[CH:19]1([C:17]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[CH:3]=2)([OH:18])[CH2:16][CH2:15][N:14]([CH3:22])[CH3:13])[CH2:21][CH2:20]1

Participants

5

Reactant 3

HCID 9817Benzene, 1-bromo-3-(trifluoromethyl)-HCID 2319851-cyclopropyl-3-(dimethylamino)propan-1-oneHCID 5462224Magnesium

Product 1

HCID 19816168HCID 19816168, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

The Grignard reagent prepared from 64 g. (0.28 mole) of 3-bromobenzotrifluoride and 7 g. (0.28 mole) of magnesium in ether was cooled to -30° C., and 20 g. (0.14 mole) of cyclopropyl 2-dimethylaminoethyl ketone in 100 ml. of ether was added dropwise to the stirred mixture at a rate sufficient to maintain a temperature below -20° C. The mixture was allowed to warm to room temperature and then worked up as described in Preparation I. Distillation of the crude product gave 10 g. of oil which distilled at 78°-83° C./0.12 mm.

Workup

  1. temperatureto maintain a temperature below -20° C
  2. customas described in Preparation I
  3. distillationDistillation of the crude product
  4. customgave 10 g
  5. distillationof oil which distilled at 78°-83° C./0.12 mm

Sources & evidence

ORD record
ord-ea35bb7c30fc46bc88946fd75099b46b
Source dataset
uspto-grants-1977_06
Patent number
US04031245

Reaction notes

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