Hydrochloric Acid → HCID 19366854, compound

HRID 849543Notes

Reaction equation

HRID 849543 reaction equation
C[O:2][C:3](=[O:21])[CH:4]([CH2:9][S:10]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)(=[O:12])=[O:11])[NH:5]C(=O)C.[ClH:22]>C(O)(=O)C.C1(C)C=CC=CC=1>[ClH:22].[CH3:20][O:19][C:16]1[CH:17]=[CH:18][C:13]([S:10]([CH2:9][CH:4]([C:3]([OH:21])=[O:2])[NH2:5])(=[O:12])=[O:11])=[CH:14][CH:15]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 19366833HCID 19366833, compound

Product 1

HCID 19366854HCID 19366854, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 1140TolueneSolvent

Procedure

Part A: A solution of (18.13 g, 57 mmol) of N-acetyl-β-(4-methoxyphenylsulfonyl)-D,L-alanine methyl ester in 125 mL concentrated hydrochloric acid and 125 mL of glacial acetic acid was refluxed for several hours under nitrogen atmosphere. The contents were concentrated by rotory evaporation to yield a crude solid which was slurried in dry toluene and filtered to yield 14.3 g of β-(4-methoxyphenylsulfonyl)-D,L-alanine hydrochloride as a white crystalline solid.

Workup

  1. concentrationThe contents were concentrated by rotory evaporation
  2. customto yield a crude solid which
  3. filtrationfiltered

Sources & evidence

ORD record
ord-a0757b8462af45a59e64af1c7a23ee92
Source dataset
uspto-grants-2000_01
Patent number
US06013649

Reaction notes

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