Methylparaben → HCID 12297133, compound

HRID 742515Notes

Reaction equation

HRID 742515 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13].[CH3:14][O:15][C:16]([C:18]1[CH:19]=[CH:20][C:21]([OH:24])=[CH:22][CH:23]=1)=[O:17].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[OH:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][O:24][C:21]1[CH:22]=[CH:23][C:18]([C:16]([O:15][CH3:14])=[O:17])=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 7456MethylparabenHCID 11430Potassium CarbonateHCID 7416311-Bromo-1-undecanol

Product 1

HCID 12297133HCID 12297133, compoundYield 86.7%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

With 100 ml of 2-butanone were mixed 20.0 g (79.6 mmol) of 11-bromoundecane-1-ol, 11.0 g (72.5 mmol) of methyl p-hydroxybenzoate, and 10.0 g (72.4 mmol) of potassium carbonate. The whole was refluxed for 48 hours. Upon cooling the reaction mixture to room temperature, a large amount of precipitate appeared. The precipitate was collected by filtration under washing with hexane and dried to obtain 20.2 g of methyl p-(11-hydroxyundecyloxy)benzoate (1) (yield: 86.7%).

Workup

  1. temperatureThe whole was refluxed for 48 hours
  2. filtrationThe precipitate was collected by filtration
  3. washunder washing with hexane
  4. customdried

Sources & evidence

ORD record
ord-7ce3051cd8404a67ab5ab9469465dafb
Source dataset
uspto-grants-1996_09
Patent number
US05554706

Reaction notes

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