Hydrochloric Acid → HCID 21182489, compound

HRID 1872407Notes

Reaction equation

HRID 1872407 reaction equation
[H-].[Na+].Br[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:28]=[CH:27][C:22]([C:23]([O:25]C)=[O:24])=[CH:21][CH:20]=2)=[CH:15][CH:14]=1.[OH-:29].[Na+].Cl.[CH2:32]([O:34][CH:35](O)[CH3:36])[CH3:33]>>[CH2:32]([O:34][CH2:35][CH2:36][O:29][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:28]=[CH:27][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=2)=[CH:15][CH:14]=1)[CH3:33]

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 24758Sodium hydrideHCID 101298981-EthoxyethanolHCID 21182253HCID 21182253, compound

Product 1

HCID 21182489HCID 21182489, compound

Conditions

Temperature
60 °C

Procedure

Sodium hydride (60% suspension in mineral oil, 108 mg) was added to ethoxyethanol (10 ml), and the solution was stirred at 60° C. for 20 minutes. To the solution was added Methyl 4-[4-(8-bromooctyloxy)phenyl]benzoate (1.26 g), and the reaction mixture was stirred at 70° C. for 2 hours. To the reaction mixture was added 10% sodium hydroxide aqueous solution (2.4 ml), and the solution was stirred at 70° C. for 1 hour. After cooling, the solution was adjusted to pH 2.0 with 1 N hydrochloric acid. The precipitate was collected by filtration, and dried to give 4-[4-[8-(2-Ethoxyethoxy)octyloxy]phenyl]benzoic acid (1.13 g).

Workup

  1. stirringthe reaction mixture was stirred at 70° C. for 2 hours
  2. stirringthe solution was stirred at 70° C. for 1 hour
  3. temperatureAfter cooling
  4. filtrationThe precipitate was collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-acec6273e32f4bcd96e99139fcfc6a12
Source dataset
uspto-grants-2000_08
Patent number
US06107458

Reaction notes

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