1,2-Dibromoethane → 3-(4-Bromophenyl)propan-1-ol

HRID 2120551Notes

Reaction equation

HRID 2120551 reaction equation
[Mg].BrCCBr.CC([Si](C)(C)[O:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([Br:21])=[CH:17][CH:16]=1)(C)C>C1COCC1>[Br:21][C:18]1[CH:17]=[CH:16][C:15]([CH2:14][CH2:13][CH2:12][OH:11])=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 78391,2-DibromoethaneHCID 5462224MagnesiumHCID 153429623-(4-Bromophenyl)propoxy-tert-butyl-dimethylsilane

Product 1

HCID 105606143-(4-Bromophenyl)propan-1-ol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To 2.67 g of magnesium (shavings) in 5 ml of THF under inert atmosphere and at ambient temperature, is added in 50 minutes at the reflux after priming to 1.2-dibromoethane, a solution of 32.9 g of (1.1-dimethylethyl) dimethyl [[3-(4-bromophenyl)propyl]oxy]silane (stage C) in 100 ml of THF and maintained 5 hours at reflux. (Heading by iodometry: 0.86M)

Workup

  1. temperaturereflux
  2. temperatureat reflux

Sources & evidence

ORD record
ord-3ce7fb12968743248bcf25d5c12a3168
Source dataset
uspto-grants-2004_02
Patent number
US06693090B2

Reaction notes

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