Water → Ethyl 3-(3-bromo-4-methoxyphenyl)propanoate

HRID 1455708Notes

Reaction equation

HRID 1455708 reaction equation
[Br:1]Br.[CH2:3]([O:5][C:6](=[O:17])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1)[CH3:4].O>C(Cl)(Cl)Cl>[CH2:3]([O:5][C:6](=[O:17])[CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([O:15][CH3:16])=[C:13]([Br:1])[CH:14]=1)[CH3:4]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 348843Ethyl 3-(4-methoxyphenyl)propanoate

Product 1

HCID 69049487Ethyl 3-(3-bromo-4-methoxyphenyl)propanoate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

87.5 g of bromine are added dropwise at 25° C. over 3 hours to a solution of ethyl3-(4-methoxyphenyl)propanoate (113.9 g; 0.545 mol) in 900 ml of chloroform. The mixture is poured into water and the organic phase is separated out by settling of the phases and washed with 10% sodium hydrosulfite solution. After drying and evaporating off the solvents, a yellow oil is collected (154 g; 98%).

Workup

  1. customthe organic phase is separated out
  2. washwashed with 10% sodium hydrosulfite solution
  3. customAfter drying
  4. customevaporating off the solvents
  5. customa yellow oil is collected (154 g; 98%)

Sources & evidence

ORD record
ord-ea8a1f26ff2a47faadb98d604479ce1d
Source dataset
uspto-grants-2009_01
Patent number
US07482484B2

Reaction notes

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