Water → HCID 131733181, compound

HRID 1526757Notes

Reaction equation

HRID 1526757 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][CH2:13][CH2:14][C:15]([OH:17])=[O:16].O.[OH-].[Na+:20].[S:21]([O-:24])([O-:23])=[O:22].[Na+].[Na+]>C(O)CC>[Na+:20].[S:21]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([O-:17])=[O:16])([OH:24])(=[O:23])=[O:22]

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 24437Sodium SulfiteHCID 19047236HCID 19047236, compound

Product 1

HCID 131733181HCID 131733181, compound

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

Above prepared 14-bromo-tetradecanoic acid (8.34 g, 26.0 mmol) was dissolved in n-propanol (10 mL), water (25 mL) and 1M aqueous solution of sodium hydroxide (32 mL) and sodium sulfite (5.00 g, 39.7 mmol) was added. Reaction mixture was heated to reflux for 22 hrs. After cooling down white precipitate was filtered off. Conc. hydrochloric acid was added to give acidic pH and precipitate was centrifuged and decantated two times with water (2×50 ml). After lyophilization 14-sulfo-tetradecanoic acid sodium salt was obtained as a white solid.

Workup

  1. customReaction mixture
  2. temperaturewas heated
  3. temperatureto reflux for 22 hrs
  4. temperatureAfter cooling down white precipitate
  5. filtrationwas filtered off
  6. additionConc. hydrochloric acid was added
  7. customto give acidic pH and precipitate

Sources & evidence

ORD record
ord-7623ab957fa64fee90fb4eadf59191bd
Source dataset
uspto-grants-2015_07
Patent number
US09085637B2

Reaction notes

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