Hydrochloric Acid → HCID 23126375, compound

HRID 1534034Notes

Reaction equation

HRID 1534034 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 IM 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 C13H20ClNO: 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-aa64af22aa2a43f887bfe90e479e9164
Source dataset
uspto-grants-1992_02
Patent number
US05086074

Reaction notes

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