Bromine → 6-Bromo-3,3-dimethyl-2,3-dihydro-1H-inden-5-ol

HRID 2419767Notes

Reaction equation

HRID 2419767 reaction equation
[Br:1]Br.[CH3:3][C:4]1([CH3:14])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([OH:13])[CH:11]=2)[CH2:6][CH2:5]1>C(Cl)(Cl)(Cl)Cl>[Br:1][C:9]1[CH:8]=[C:7]2[C:12]([C:4]([CH3:14])([CH3:3])[CH2:5][CH2:6]2)=[CH:11][C:10]=1[OH:13]

Participants

4

Reactant 2

HCID 24408BromineHCID 786603,3-Dimethylindan-5-ol

Product 1

HCID 203143926-Bromo-3,3-dimethyl-2,3-dihydro-1H-inden-5-olYield 72%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Procedure

128 g of bromine in 100 ml of carbon tetrachloride were added dropwise over the course of 4.5 hours to a solution of 162 g of 3,3-dimethyl-5-hydroxy-indane in 400 ml of carbon tetrachloride at -9° to -2° C. The reaction solution was left to stand overnight at room temperature. It was then washed until neutral, and dried. Fractional distillation gave 139 g of 6-bromo-3,3-dimethyl-5-hydroxy-indane; boiling point: 141.5° C/10 mm Hg. ##STR32##

Workup

  1. waitThe reaction solution was left
  2. washIt was then washed until neutral, and
  3. customdried
  4. distillationFractional distillation

Sources & evidence

ORD record
ord-92a9aa31aee547148ff2e8b345c36285
Source dataset
uspto-grants-1978_08
Patent number
US04107324

Reaction notes

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