Sodium Hydroxide → HCID 20389921, compound

HRID 262210Notes

Reaction equation

HRID 262210 reaction equation
P(Br)(Br)[Br:2].[CH2:5]1[O:21][C:20]2[CH:19]=[CH:18][C:9]([CH2:10][C:11]3[O:17][C:14]([CH2:15]O)=[CH:13][CH:12]=3)=[CH:8][C:7]=2[O:6]1.[OH-].[Na+]>CCOCC>[CH2:5]1[O:21][C:20]2[CH:19]=[CH:18][C:9]([CH2:10][C:11]3[O:17][C:14]([CH2:15][Br:2])=[CH:13][CH:12]=3)=[CH:8][C:7]=2[O:6]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24614Phosphorus tribromideHCID 54372738HCID 54372738, compound

Product 1

HCID 20389921HCID 20389921, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 6.6 g. of phosphorus tribromide in 50 ml. of ether was added dropwise to a solution of 15 g. of 5-(3,4-methylenedioxybenzyl)furfuryl alcohol in 150 ml. of ether held at 0° C. After the addition was completed, the mixture was stirred for one hour at room temperature and then shaken with 20 ml. of 50% aqueous sodium hydroxide for 15 minutes. The organic layer was separated, washed with water, dried over potassium hydroxide and concentrated. The resulting product was used directly in the next reaction.

Workup

  1. customheld at 0° C
  2. additionAfter the addition
  3. stirringshaken with 20 ml
  4. customThe organic layer was separated
  5. washwashed with water
  6. dry with materialdried over potassium hydroxide
  7. concentrationconcentrated
  8. customThe resulting product was used directly in the next reaction

Sources & evidence

ORD record
ord-ae48e752677b4ce9ae2ca5b2f9d06020
Source dataset
uspto-grants-1979_05
Patent number
US04153719

Reaction notes

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