Tetrahydrofuran → HCID 22556873, compound

HRID 751480Notes

Reaction equation

HRID 751480 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[CH:9][C:5]=1[CH2:6][CH2:7][OH:8])([O-])=O.O1CC[CH2:15][CH2:14]1>>[NH:1]1[C:4]2[C:12](=[CH:11][CH:10]=[CH:9][C:5]=2[CH2:6][CH2:7][OH:8])[CH:15]=[CH:14]1

Participants

3

Reactant 2

HCID 8028TetrahydrofuranHCID 270542-Nitrophenethyl alcohol

Product 1

HCID 22556873HCID 22556873, compound

Conditions

Temperature
15 °C

Procedure

Dissolve the brown oil in tetrahydrofuran (500 mL), add distilled water (100 mL), and cool the mixture to 15° C. Add 1M aqueous hydrochloric acid (100 mL), then stir at 15° C. for 2 hours. Add solid sodium hydrogen carbonate until the reaction mixture is basic, and saturate by adding solid sodium chloride. Separate, filter, and concentrate under reduced pressure to obtain 9.3 of a brown oil, which is a mixture of the title compound and 2-nitrophenethyl alcohol.

Workup

  1. additionadd
  2. distillationdistilled water (100 mL)
  3. additionAdd 1M aqueous hydrochloric acid (100 mL)
  4. additionAdd solid sodium hydrogen carbonate until the reaction mixture
  5. concentrationsaturate
  6. additionby adding solid sodium chloride
  7. customSeparate
  8. filtrationfilter
  9. concentrationconcentrate under reduced pressure
  10. customto obtain 9.3 of a brown oil, which

Sources & evidence

ORD record
ord-21eea2dd03964f3da6a2200aeb1a557c
Source dataset
uspto-grants-2008_07
Patent number
US07405305B2

Reaction notes

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