Hydrochloric Acid → HCID 67908176, compound

HRID 1981238Notes

Reaction equation

HRID 1981238 reaction equation
O=C1[CH:10]2[CH:5]([CH:6]3C[CH:9]2[CH:8]=[CH:7]3)[CH:4]([NH:12][CH:13]([CH2:17][CH:18]([CH3:20])[CH3:19])[C:14]([O-:16])=[O:15])O1.[ClH:21]>O>[ClH:21].[CH2:4]([NH:12][C@H:13]([C:14]([OH:16])=[O:15])[CH2:17][CH:18]([CH3:20])[CH3:19])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19885593HCID 19885593, compound

Product 1

HCID 67908176HCID 67908176, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
20 °C

Procedure

A mixture of 1 g of the product of Example 2, 8 ml of demineralized water and 0.8 ml of hydrochloric acid was stirred at 20° C. for one hour and was then heated at 60° C. for one hour and was cooled at 20° C. The mixture was diluted with 15 ml of water and was then extracted with methylene chloride. The organic phase was washed with aqueous N sodium hydroxide solution and with water until the wash water was neutral, dried and evaporated to dryness under reduced pressure. The residue was taken up in 10 ml of ether and a stream of hydrogen chloride was slowly bubbled therethrough. The mixture was vacuum filtered to obtain 350 mg of benzyl L-leucine hydrochloride melting at 135° C. and having a specific rotation of [α]D20 =-5.5°±1° (c=1% in 0.1N hydrochloric acid).

Workup

  1. temperaturewas then heated at 60° C. for one hour
  2. temperaturewas cooled at 20° C
  3. extractionwas then extracted with methylene chloride
  4. washThe organic phase was washed with aqueous N sodium hydroxide solution and with water until the wash water
  5. customdried
  6. customevaporated to dryness under reduced pressure
  7. customa stream of hydrogen chloride was slowly bubbled
  8. filtrationfiltered

Sources & evidence

ORD record
ord-f2e27ed8f0fe4b4da3be257cc3b7643a
Source dataset
uspto-grants-1985_04
Patent number
US04513139

Reaction notes

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