Hydrogen Bromide → HCID 54004170, compound

HRID 1904285Notes

Reaction equation

HRID 1904285 reaction equation
[BrH:1].P(Br)(Br)Br.[O:6]([C:13]1[CH:14]=[C:15]([CH:19]=[C:20]([CH3:23])[CH2:21]O)[CH:16]=[CH:17][CH:18]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(O)C>[O:6]([C:13]1[CH:14]=[C:15]([CH2:19][C:20]([CH3:23])=[CH:21][Br:1])[CH:16]=[CH:17][CH:18]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 24614Phosphorus tribromideHCID 53962582HCID 53962582, compound

Product 1

HCID 54004170HCID 54004170, compoundYield 53.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 47% hydrobromic acid (3.0 g) and phosphorus tribromide (15.7 ml) was stirred at 40° C. for 3 hours, and a solution of 3-(m-phenoxyphenyl)-2-methyl-2-propenyl alcohol (9.5 g) in ethanol (20 ml) was dropwise added thereto at 10° C. The resultant mixture was aged at the same temperature for 5 hours, poured into ice-water (200 ml) and extracted with diethyl ether (100 ml×2). The ethereal layer was combined, washed with a saturated aqueous sodium chloride, dried over magnesium sulfate and concentrated under reduced pressure to give 3-(m-phenoxyphenyl)-2-methyl-propenylbromide (6 g).

Workup

  1. customat 10° C
  2. extractionextracted with diethyl ether (100 ml×2)
  3. washwashed with a saturated aqueous sodium chloride
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4d308dc28fc5456e98fec216166192d0
Source dataset
uspto-grants-1989_06
Patent number
US04837236

Reaction notes

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