Hydrochloric Acid → HCID 69781264, compound

HRID 1279009Notes

Reaction equation

HRID 1279009 reaction equation
[ClH:1].C([O:4][C:5](=[O:40])[C:6]([CH2:20][C:21]1[CH:22]=[C:23]2[C:28](=[CH:29][CH:30]=1)[C:27]([NH:31]C(=O)C1C=CC=CC=1)=[N:26][CH:25]=[CH:24]2)([NH:12]C(OC(C)(C)C)=O)C(OCC)=O)C>C(O)(=O)C>[ClH:1].[ClH:1].[NH2:12][CH:6]([CH2:20][C:21]1[CH:22]=[C:23]2[C:28](=[CH:29][CH:30]=1)[C:27]([NH2:31])=[N:26][CH:25]=[CH:24]2)[C:5]([OH:40])=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53780172HCID 53780172, compound

Product 1

HCID 69781264HCID 69781264, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

15 mL of acetic acid and 30 mL of a solution of 6N hydrochloric acid were added to 1.34 g of 1h and heated at 100° C. for 16 h. After cooling to room temperature the aqueous solution was extracted twice with diethyl ether. The aqueous phase was concentrated under reduced pressure giving 0.79 g of amino acid 1i. 1H-NMR 200 MHz (D2O) δ: 3.33-3.56 (2H, m), 4.36 (1H, dd, J=6.5 Hz and J=7.5 Hz), 7.12 (1H, d, J=7 Hz), 7.46 (1H, d, J=7 Hz), 7.62 (1H, dd, J=8 Hz and J=2 Hz), 7.73 (1H, d, J=2 Hz), 8.18 (1H, d, J=8 Hz).

Workup

  1. temperatureAfter cooling to room temperature the aqueous solution
  2. extractionwas extracted twice with diethyl ether
  3. concentrationThe aqueous phase was concentrated under reduced pressure

Sources & evidence

ORD record
ord-282ca3d834a34c1a9055791ebf02f0cb
Source dataset
uspto-grants-2002_09
Patent number
US06444672B1

Reaction notes

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