HCID 178453350, compound → HCID 178510904, compound

HRID 1926688Notes

Reaction equation

HRID 1926688 reaction equation
C(OC([N:8]([CH2:16][CH2:17][CH2:18][C:19]12[BH:30][CH:27]([BH:28][BH:29]1)[BH:26][BH:25][BH:24][BH:23][BH:22][BH:21][BH:20]2)C(OC(C)(C)C)=O)=O)(C)(C)C>Cl.CCOC(C)=O>[C:19]12([CH2:18][CH2:17][CH2:16][NH2:8])[BH:30][CH:27]([BH:28][BH:29]1)[BH:26][BH:25][BH:24][BH:23][BH:22][BH:21][BH:20]2

Participants

4

Reactant 1

HCID 178453350HCID 178453350, compound

Product 1

HCID 178510904HCID 178510904, compoundYield 76%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8857Ethyl AcetateSolvent

Procedure

Di-tert-butyl[3-(2,3,4,5,6,7,8,10,11,12-decaborabicyclo[7.2.1]dodec-1-yl)propyl]imidodicarbonate from Example 1 (2.21 g, 5.50 mol) was dissolved in a saturated solution of HCl in EtOAc (100 ml). The solution was stirred overnight at r.t. and then evaporated. The white fluffy precipitate was washed with dry ether. The precipitate was then dissolved in water and the solution was basified with an aqueous saturated solution of Na2CO3 (40 ml). The aqueous layer was extracted with ether and the combined organic extracts were washed with brine (3×10 ml). Removing of the solvent under vacuum afforded the free amine.

Workup

  1. customevaporated
  2. washThe white fluffy precipitate was washed with dry ether
  3. dissolutionThe precipitate was then dissolved in water
  4. extractionThe aqueous layer was extracted with ether
  5. washthe combined organic extracts were washed with brine (3×10 ml)
  6. customRemoving of the solvent under vacuum

Sources & evidence

ORD record
ord-f0935560c5954a77983eb50d2d428a83
Source dataset
uspto-grants-2012_05
Patent number
US08183247B2

Reaction notes

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