Hydrogen Bromide → HCID 131712312, compound

HRID 894354Notes

Reaction equation

HRID 894354 reaction equation
C(OC(=O)C)(=O)C.[BrH:8].C([NH:19][CH2:20][C:21]([NH:23][C:24]([C:32]([OH:34])=[O:33])=[CH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:22])(OCC1C=CC=CC=1)=O>C(O)(=O)C>[BrH:8].[NH2:19][CH2:20][C:21]([NH:23][C:24]([C:32]([OH:34])=[O:33])=[CH:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)=[O:22]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 7918Acetic AnhydrideHCID 131712313HCID 131712313, compound

Product 1

HCID 131712312HCID 131712312, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

0.2 g (0.002 mole) of acetic anhydride was added to 3 ml of 32% hydrogen bromide in acetic acid, and the resulting mixture was allowed to stand at room temperature for 30 minutes. Thereto, 0.336 g (0.001 mole) of the azlactone of N-carbobenzoxyglycyldehydrophenylalanine was added and the resulting solution was stirred at room temperature. After 30 minutes, glyclydehydrophenylalanine hydrobromid precipitated. It was filtered and washed with anhydrous ether. Recrystallization from methanol-ethyl acetate yielded 0.290 g (91%) of glycyldehydrophenylalanine hydrobromide, mp 221°-223° (decomp.). The product was identical to that obtained from Example 9 (c)

Workup

  1. waitAfter 30 minutes
  2. customglyclydehydrophenylalanine hydrobromid precipitated
  3. filtrationIt was filtered
  4. washwashed with anhydrous ether
  5. customRecrystallization from methanol-ethyl acetate

Sources & evidence

ORD record
ord-e7a59eb241b045c799e5e09a639187a3
Source dataset
uspto-grants-1981_08
Patent number
US04283328

Reaction notes

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