Benzene, 1-bromo-3-(trifluoromethyl)- → HCID 15171848, compound

HRID 256850Notes

Reaction equation

HRID 256850 reaction equation
[C:1]([C:3]1([CH3:17])[CH2:8][CH2:7][C:6]2[C:9]([CH3:16])=[C:10]([OH:15])[C:11]([CH3:14])=[C:12]([CH3:13])[C:5]=2[O:4]1)#[CH:2].[F:18][C:19]([F:28])([F:27])[C:20]1[CH:21]=[C:22](Br)[CH:23]=[CH:24][CH:25]=1>C(Cl)Cl>[F:18][C:19]([F:28])([F:27])[C:20]1[CH:25]=[C:24]([C:2]#[C:1][C:3]2([CH3:17])[CH2:8][CH2:7][C:6]3[C:9]([CH3:16])=[C:10]([OH:15])[C:11]([CH3:14])=[C:12]([CH3:13])[C:5]=3[O:4]2)[CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 9817Benzene, 1-bromo-3-(trifluoromethyl)-HCID 14478563rac-3,4-dihydro-2-ethynyl-2,5,7,8-tetramethyl-2H-1-benzopyran-6ol

Product 1

HCID 15171848HCID 15171848, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

This compound was similarly prepared by reacting rac-3,4-dihydro-2-ethynyl-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol with 3-trifluoromethylbromobenzene as described in Example 26. The product was isolated by chromatography over 50 fold amount of silica gel using methylene chloride for elution. Crystallization of the combined clean fractions from petroleum ether gave colorless crystals with m.p. 81°-83°.

Workup

  1. customThis compound was similarly prepared
  2. customThe product was isolated by chromatography over 50 fold amount of silica gel
  3. washfor elution
  4. customCrystallization of the combined clean fractions from petroleum ether
  5. customgave colorless crystals with m.p. 81°-83°

Sources & evidence

ORD record
ord-ac871e49156a4b2b90f45471f1f27770
Source dataset
uspto-grants-1993_11
Patent number
US05260294

Reaction notes

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