Benzene, 1-bromo-4-(trifluoromethyl)- → HCID 18998431, compound

HRID 273729Notes

Reaction equation

HRID 273729 reaction equation
[CH2:1]1[O:11][C:4]2([CH2:9][CH2:8][C:7](=[O:10])[CH2:6][CH2:5]2)[O:3][CH2:2]1.Br[C:13]1[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=1.[Mg]>>[F:20][C:19]([F:22])([F:21])[C:16]1[CH:17]=[CH:18][C:13]([C:7]2([OH:10])[CH2:6][CH2:5][C:4]3([O:3][CH2:2][CH2:1][O:11]3)[CH2:9][CH2:8]2)=[CH:14][CH:15]=1

Participants

4

Reactant 3

HCID 67872Benzene, 1-bromo-4-(trifluoromethyl)-HCID 5674151,4-Dioxaspiro[4.5]decan-8-oneHCID 5462224Magnesium

Product 1

HCID 18998431HCID 18998431, compoundYield 94.8%

Procedure

This compound was prepared from 1,4-cyclohexanedione monoethylene ketal (10.9 g, 70 mmole) and the Grignard reagent prepared from 4-bromobenzotrifluoride (25.0 g, 110 mmole) and magnesium (2.7 g, 110 mmole) in a manner similar to example 3. The crude product was crystallized from petroleum ether to give the product (20 g, 94.8% ). Calc'd. for C15H17F3O3 : C, 59.60%; H, 5.67%. Found: C, 59.77%; H, 5.62%.

Workup

  1. customThe crude product was crystallized from petroleum ether

Sources & evidence

ORD record
ord-0acafb980fef4d069853582ff3abe66c
Source dataset
uspto-grants-1995_02
Patent number
US05387593

Reaction notes

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