Hydrogen Bromide → HCID 54130451, compound

HRID 1974765Notes

Reaction equation

HRID 1974765 reaction equation
O1CCCCC1O[CH:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[S:17][C:18]1[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=1)[CH:9]=[CH2:10].[BrH:25]>C(OCC)C>[F:24][C:21]1[CH:22]=[CH:23][C:18]([S:17][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[CH:8]=[CH:9][CH2:10][Br:25])=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 53688373HCID 53688373, compound

Product 1

HCID 54130451HCID 54130451, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

To 1-tetrahydropyranyloxy-1-[2-(4-fluorophenylthio)phenyl]prop-2-ene (2.71 g; 7.87 mmol) in 20 ml of diethyl ether under nitrogen cooled in an ice bath, was added concentrated HBr and the mixture stirred at 0° C. for one hour. The ice bath was removed and the reaction mixture stirred at room temperature overnight. The reaction mixture was poured into water and extracted twice with hexane. The organics were collected and washed with water and then brine and dried over MgSO4 and concentrated to afford the subtitle compound.

Workup

  1. customThe ice bath was removed
  2. stirringthe reaction mixture stirred at room temperature overnight
  3. additionThe reaction mixture was poured into water
  4. extractionextracted twice with hexane
  5. customThe organics were collected
  6. washwashed with water
  7. dry with materialbrine and dried over MgSO4
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-28e3f820184641c7b39a5722eb7ddfca
Source dataset
uspto-grants-1994_02
Patent number
US05283361

Reaction notes

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