Furfuryl Alcohol → HCID 58089109, compound

HRID 1404216Notes

Reaction equation

HRID 1404216 reaction equation
C(N(CC)CC)C.[O:8]1[CH:12]=[CH:11][CH:10]=[C:9]1[CH2:13][OH:14].[Br:15][CH:16]([CH3:20])[C:17](Br)=[O:18]>C(Cl)(Cl)Cl>[Br:15][CH:16]([CH3:20])[C:17]([O:14][CH2:13][C:9]1[O:8][CH:12]=[CH:11][CH:10]=1)=[O:18]

Participants

5

Reactant 3

HCID 7361Furfuryl AlcoholHCID 8471TriethylamineHCID 79047Propanoyl bromide, 2-bromo-

Product 1

HCID 58089109HCID 58089109, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

Triethylamine (5.26 g, 0.052 mol) is added to an ice-cooled solution of 2 furylmethanol (5.10 g, 0.052 mol) in 70 ml of chloroform. This is followed by the gradual addition of 2-bromopropionyl bromide (9.93 g, 0.046 mol) in 10 ml of chloroform. The reaction mixture is stirred at RT for 24 h. To workup, the reaction mixture is washed with water (1 times 80 ml), 10% sulfuric acid (1 times 80 ml) and with saturated NaHCO3 solution (2 times 50 ml). The organic phase is dried over magnesium sulfate, concentrated and dried in a high vacuum. The yield is 67%.

Workup

  1. washTo workup, the reaction mixture is washed with water (1 times 80 ml), 10% sulfuric acid (1 times 80 ml) and with saturated NaHCO3 solution (2 times 50 ml)
  2. dry with materialThe organic phase is dried over magnesium sulfate
  3. concentrationconcentrated
  4. customdried in a high vacuum

Sources & evidence

ORD record
ord-3c245d3c6ea0427f894ec6280fb3c1d8
Source dataset
uspto-grants-2014_12
Patent number
US08912267B2

Reaction notes

Loading…