Benzoyl chloride → HCID 70564567, compound

HRID 126910Notes

Reaction equation

HRID 126910 reaction equation
[NH2:1][C@@H:2]1[CH2:6][N:5]([CH:7]2[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH2:4][C@H:3]1[OH:13].C(=O)([O-])[O-].[K+].[K+].[C:20](Cl)(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH:7]1([N:5]2[CH2:4][C@@H:3]([OH:13])[C@H:2]([NH:1][C:20](=[O:27])[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:6]2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1

Participants

4

Reactant 3

HCID 7412Benzoyl chlorideHCID 11430Potassium CarbonateHCID 70564014HCID 70564014, compound

Product 1

HCID 70564567HCID 70564567, compound

Procedure

This compound was prepared in a manner analagous to Example 2, using 8.1 g of trans-4-amino-1-cyclohexyl-3-pyrrolidinol, 10 g of potassium carbonate and 6.2 g of benzoyl chloride. After filtration and solvent evaporation, the residue crystallized and was recrystallized from acetone. Yield was 5.8 g (45%), m.p. 154.0°-155.5° C.

Workup

  1. customThis compound was prepared in a manner analagous to Example 2
  2. filtrationAfter filtration and solvent evaporation
  3. customthe residue crystallized
  4. customwas recrystallized from acetone

Sources & evidence

ORD record
ord-51bd47b485004a41b2381dce0e0df48c
Source dataset
uspto-grants-1981_03
Patent number
US04254135

Reaction notes

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