Borane → Hydrochloric Acid

HRID 1611978Notes

Reaction equation

HRID 1611978 reaction equation
[ClH:1].Cl.[CH2:3]1[N:8]([CH2:9][CH2:10][CH2:11][C:12]([NH:14][C:15]2[CH:20]=[C:19]([O:21][CH3:22])[C:18]([O:23][CH3:24])=[C:17]([O:25][CH3:26])[CH:16]=2)=O)[CH2:7][CH2:6][N:5]2[CH2:27][CH2:28][CH2:29][CH2:30][CH:4]12.B>O1CCCC1>[ClH:1].[ClH:1].[ClH:1].[ClH:1].[CH2:3]1[N:8]([CH2:9][CH2:10][CH2:11][CH2:12][NH:14][C:15]2[CH:20]=[C:19]([O:21][CH3:22])[C:18]([O:23][CH3:24])=[C:17]([O:25][CH3:26])[CH:16]=2)[CH2:7][CH2:6][N:5]2[CH2:27][CH2:28][CH2:29][CH2:30][CH:4]12

Participants

5

Reactant 2

HCID 6331BoraneHCID 22252397HCID 22252397, compound

Product 2

HCID 313Hydrochloric AcidHCID 22252269HCID 22252269, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

1.0 g of the compound obtained in Step C of Example 2 is dissolved in 50 ml of tetra-hydrofuran and, under argon, 5 ml of a 1M solution of borane in tetrahydrofuran are added, and the mixture is then refluxed for 6 hours. After hydrolysis with 1 ml of 4N HCl and evaporation to dryness, the residue is dissolved in 5 ml of ethanol and 1 ml of ethereal hydrogen chloride to yield the expected product.

Workup

  1. temperaturethe mixture is then refluxed for 6 hours
  2. customAfter hydrolysis
  3. customwith 1 ml of 4N HCl and evaporation to dryness
  4. dissolutionthe residue is dissolved in 5 ml of ethanol

Sources & evidence

ORD record
ord-9169c679d25e42db95a99c491d61ea7d
Source dataset
uspto-grants-2006_01
Patent number
US06992085B2

Reaction notes

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