Benzenesulfonic Acid → HCID 86608884, compound

HRID 1433313Notes

Reaction equation

HRID 1433313 reaction equation
[C:1]1([S:7]([OH:10])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:11][C@@:12]([CH3:22])([CH2:16][CH:17]([CH2:20][CH3:21])[CH2:18][CH3:19])[C:13]([OH:15])=[O:14]>C(#N)C>[C:1]1([S:7]([OH:10])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:11][C@@:12]([CH3:22])([CH2:16][CH:17]([CH2:20][CH3:21])[CH2:18][CH3:19])[C:13]([OH:15])=[O:14]

Participants

4

Reactant 2

HCID 7371Benzenesulfonic AcidHCID 11845859HCID 11845859, compound

Product 1

HCID 86608884HCID 86608884, compoundYield 87.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of benzene sulphonic acid (9.5 g) in acetonitrile (50 ml) was added to a suspension of (2S)-2-Amino-4-ethyl-2-methylhexanoic acid (10 g, 0.057 mol, Example 1) in acetonitrile (175 ml) and the mixture heated until dissolved. The solution was filtered whilst hot and allowed to cool overnight to give the title compound as fine white needles, (16.5 g, 86%)

Workup

  1. temperaturethe mixture heated
  2. dissolutionuntil dissolved
  3. filtrationThe solution was filtered whilst hot and
  4. temperatureto cool overnight

Sources & evidence

ORD record
ord-52ca0c907ae84f5d9593b71b47540942
Source dataset
uspto-grants-2009_11
Patent number
US07612226B2

Reaction notes

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