Bromine → HCID 10639884, compound

HRID 341960Notes

Reaction equation

HRID 341960 reaction equation
[CH3:1][C:2]1([CH3:18])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([OH:14])[C:5]([C:15]([OH:17])=[O:16])=[CH:4][C:3]1=2.[Br:19]Br>CC(O)=O>[Br:19][C:7]1[C:8]2[C:9]([CH3:12])([CH3:13])[CH2:10][CH2:11][C:2]([CH3:18])([CH3:1])[C:3]=2[CH:4]=[C:5]([C:15]([OH:17])=[O:16])[C:6]=1[OH:14]

Participants

4

Reactant 2

HCID 24408BromineHCID 106820163-Hydroxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid2×

Product 1

HCID 10639884HCID 10639884, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3-Hydroxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl acid (Compound L, 155 mg, 0.62 mmol) was dissolved in 1 ml of HOAc. To this solution was added Br2 (0.033 ml, 0.62 mmol). The reaction mixture was left at room temperature for over night. A stream of air was passed through the reaction mixture to remove the unreacted Br2. The remaining solid was dissolved in small amount of THF and purified by column chromatography (ethyl acetate/hexane 1/1) to yield the desired product as a cream colored solid.

Workup

  1. waitThe reaction mixture was left at room temperature for over night
  2. customto remove the unreacted Br2
  3. dissolutionThe remaining solid was dissolved in small amount of THF
  4. custompurified by column chromatography (ethyl acetate/hexane 1/1)

Sources & evidence

ORD record
ord-5bdace5e9f8c4990a992df5670428a78
Source dataset
uspto-grants-1999_01
Patent number
US05856490

Reaction notes

Loading…