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

HRID 654500Notes

Reaction equation

HRID 654500 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-6715e03f95fb41be88dcb00ea8030295
Source dataset
uspto-grants-1992_07
Patent number
US05132310

Reaction notes

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