Hydrochloric Acid → HCID 21470418, compound

HRID 2294749Notes

Reaction equation

HRID 2294749 reaction equation
C([C:3]1[C:8]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH:19]=[CH2:20])=[CH:7][CH:6]=[C:5]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:4]=1[C:27]([OH:29])=[O:28])C.[OH-].[Na+].CO.Cl>O>[CH2:10]([O:9][C:8]1[CH:3]=[C:4]([C:27]([OH:29])=[O:28])[C:5]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:6][CH:7]=1)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH:19]=[CH2:20]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887Methanol2×HCID 14798Sodium HydroxideHCID 21470407HCID 21470407, compound

Product 1

HCID 21470418HCID 21470418, compoundYield 92.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
50 °C

Procedure

A solution of 6.46 g (16.4 mM) of ethyl p-(10-undecenyl)oxybiphenylcarboxylic acid and 2.18 g (54.6 mM) of sodium hydroxide in 4 ml of water was mixed with 30 ml of methanol, followed by 3 hours of refluxing at 50° C. After the reaction, 20 ml of distilled water was added to the reaction mixture, followed by distilling-off of methanol and acidification with 6M-HCl to obtain a crude product. The crude product was filtered and dried in a desiccator under reduced pressure to obtain 5.56 g (15.2 mM) of p-(10-undecenyl)oxybiphenylcarboxylic acid (Yield: 92.8%).

Workup

  1. additionwas added to the reaction mixture
  2. customto obtain a crude product
  3. filtrationThe crude product was filtered
  4. customdried in a desiccator under reduced pressure

Sources & evidence

ORD record
ord-305c797bbb3a4dab969b395644d8aead
Source dataset
uspto-grants-1997_11
Patent number
US05690858

Reaction notes

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