Hydrochloric Acid → HCID 14382116, compound

HRID 1588366Notes

Reaction equation

HRID 1588366 reaction equation
[Si:1]([O:8][CH:9]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]([O:22]CC)=[O:21])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[OH-].[K+].Cl>C(O)C>[Si:1]([O:8][CH:9]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 19755621HCID 19755621, compound

Product 1

HCID 14382116HCID 14382116, compoundYield 96.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Next, the ethyl 12-(tert-butyldimethylsilyloxy)octadecanoate thus obtained was introduced into a 100-ml flask equipped with a stirrer and 20 ml of ethanol and 2.24 g (20 mmol) of a 50% aqueous solution of KOH were added thereto. The obtained mixture was stirred at room temperature for 4 hours. After the completion of the reaction, the reaction mixture thus obtained was neutralized with hydrochloric acid and extracted with chloroform. After removing the solvent under reduced pressure, 4.0 g of 12-(tert-butyldimethylsilyloxy)octadecanoic acid was obtained (yield: 96.4 %).

Workup

  1. additionwas introduced into a 100-ml flask
  2. customequipped with a stirrer
  3. customAfter the completion of the reaction
  4. customthe reaction mixture thus obtained
  5. extractionextracted with chloroform
  6. customAfter removing the solvent under reduced pressure

Sources & evidence

ORD record
ord-8d154dd705c34fc28052668752308914
Source dataset
uspto-grants-1993_06
Patent number
US05221757

Reaction notes

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