Hydrochloric Acid → HCID 23126375, compound

HRID 653740Notes

Reaction equation

HRID 653740 reaction equation
[CH:1]([NH:3][CH2:4][CH:5]1[C:14]2[C:9](=[C:10]([O:15][CH3:16])[CH:11]=[CH:12][CH:13]=2)[CH2:8][CH2:7][CH2:6]1)=O.[ClH:17]>C1COCC1>[ClH:17].[CH3:1][NH:3][CH2:4][CH:5]1[C:14]2[C:9](=[C:10]([O:15][CH3:16])[CH:11]=[CH:12][CH:13]=2)[CH2:8][CH2:7][CH2:6]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15029813HCID 15029813, compound

Product 1

HCID 23126375HCID 23126375, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

The product from Example 16 (3.8 g) in dry THF (80 ml) was treated with 1M solution of BH3 in THF (38 ml). After the addition was complete, the reaction was heated at reflux for 1 hr, followed by cooling. The reaction was treated with saturated methanolic HCl (30 ml), heated at reflux for 1 hr and concentrated to afford a solid. Crystallization from Et2O/CH3OH afforded 4.1 g of desired product. Anal. calcd. for C13H20C1NO: C, 64.59; H, 8.34; N, 5.79. Found: C, 64.68; H, 8.49; N, 5.78.

Workup

  1. additionAfter the addition
  2. temperaturethe reaction was heated
  3. temperatureat reflux for 1 hr
  4. temperatureby cooling
  5. temperatureheated
  6. temperatureat reflux for 1 hr
  7. concentrationconcentrated
  8. customto afford a solid
  9. customCrystallization from Et2O/CH3OH

Sources & evidence

ORD record
ord-c7ad6b5c08a7438ebbf1314d2cc56f25
Source dataset
uspto-grants-1992_07
Patent number
US05128362

Reaction notes

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