Ammonium Sulfate → HCID 10487130, compound

HRID 1534450Notes

Reaction equation

HRID 1534450 reaction equation
Cl[CH:2]1[CH2:8][C:7]([CH3:10])([CH3:9])[CH2:6][CH2:5][NH:4][C:3]1=[O:11].S([O-])([O-])(=O)=[O:13].[NH4+].[NH4+]>O>[CH3:10][C:7]1([CH3:9])[CH2:6][CH2:5][NH:4][CH:2]([C:3]([OH:11])=[O:13])[CH2:8]1

Participants

4

Reactant 2

HCID 6097028Ammonium SulfateHCID 10607353HCID 10607353, compound

Product 1

HCID 10487130HCID 10487130, compoundYield 70.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
110 °C

Procedure

A suspension of 9.6 g (0.054 moles) of 3-chloro-5,5-dimethyl-2-oxoperhydroazepine and 18.98 g (0.054 moles) of Ba(OH)2.8H2O in 250 ml of water, was heated in a Parr apparatus at 110° C. for 2 hours. Then, 7.22 g (0.054 moles) of ammonium sulphate were added. The precipitate was filtered off, and the solution was evaporated in vacuo to dryness. The residue was treated with hot 2-propanol and filtered to afford a white solid which was dissolved in water and passed over an ion-exchange column (Dovex 50). The residual salts were removed with 200 ml of water and the aminoacid was eluted with 2N ammonium hydroxide to yield 6.0 g of 4,4-dimethyl pipecolic acid. M.P. >300° C. (dec.).

Workup

  1. filtrationThe precipitate was filtered off
  2. customthe solution was evaporated in vacuo to dryness
  3. additionThe residue was treated with hot 2-propanol
  4. filtrationfiltered
  5. customto afford a white solid which
  6. customThe residual salts were removed with 200 ml of water
  7. washthe aminoacid was eluted with 2N ammonium hydroxide

Sources & evidence

ORD record
ord-3138f1d3cffd4271bfa6d8d48be0343f
Source dataset
uspto-grants-1992_02
Patent number
US05089507

Reaction notes

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