Phosphoric Acid → HCID 86592296, compound

HRID 493402Notes

Reaction equation

HRID 493402 reaction equation
[O:1]1[CH:3]([CH2:4][CH3:5])[CH2:2]1.[Na].P(=O)(O)(O)O.[CH:12]([O:15][CH2:16][CH:17]([OH:20])[CH2:18][CH3:19])([CH3:14])[CH3:13]>C(O)(C)C>[CH:12]([O:15][CH2:16][CH:17]([O:20][CH2:2][CH:3]([OH:1])[CH2:4][CH3:5])[CH2:18][CH3:19])([CH3:14])[CH3:13]

Participants

6

Reactant 4

HCID 1004Phosphoric AcidHCID 78341,2-EpoxybutaneHCID 5360545SodiumHCID 22934452HCID 22934452, compound

Product 1

HCID 86592296HCID 86592296, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Into a 1 L separable flask equipped with a stirrer and a condenser, 180 g of isopropanol and 216 g of epoxybutane were introduced. After filling with nitrogen, 1.6 g of sodium was added and then refluxed for 16 hours. After addition of 5 g of phosphoric acid to the mixture, 1-isopropoxy-2-butanol (boiling point: 100° C./120 mmHg) and 1-(1-isopropoxy-2-butoxy)-2-butanol (boiling point: 105° C./50 mmHg) were obtained by fractional distillation under reduced pressure. 1-isopropoxy-2-butanol thus obtained is a model compound in the case where one molecule of 1,2-epoxybutane reacted with a hydroxyl group of EVOH and 1-(1-isopropoxy-2-butoxy)-2-butanol is a model compound in the case where two or more molecules of 1,2-epoxybutane reacted with a hydroxyl group of EVOH.

Workup

  1. customInto a 1 L separable flask equipped with a stirrer and a condenser
  2. additionwas added
  3. temperaturerefluxed for 16 hours

Sources & evidence

ORD record
ord-f3b9bb4442b24e95992af893d0ea2339
Source dataset
uspto-grants-2009_05
Patent number
US07534829B2

Reaction notes

Loading…