2,3-Dihydroxybutanedioic Acid → HCID 86756217, compound

HRID 565738Notes

Reaction equation

HRID 565738 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:5]=[CH:6][CH:7]=1.[C:16]([OH:25])(=[O:24])[CH:17]([CH:19]([C:21]([OH:23])=[O:22])[OH:20])[OH:18]>O>[C:21]([CH:19]([CH:17]([C:16]([OH:25])=[O:24])[OH:18])[OH:20])([OH:23])=[O:22].[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 8752,3-Dihydroxybutanedioic AcidHCID 11506782N-(3-Chlorophenyl)benzenemethanamine

Product 1

HCID 86756217HCID 86756217, compoundYield 26.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(3-Chlorophenyl)phenylmethylamine (9.42g, 43.3 mmol) and (+)-tartaric acid (6.50g, 43.3 mmol) were dissolved in water (40 ml) with heating. Thereafter, the precipitated crude crystals obtained by allowing to cool the reaction solution to room temperature were collected by filtration. The resulting crystals were purified by repeatedly recrystallizing from water, to give (+)-(3-chlorophenyl)phenylmethylamine (+)-tartrate (4.28 g). In order to determine the optical purity of (+)-(3-chlorophenyl)phenylmethylamine (+)-tartrate, HPLC analysis was carried out. Its analytical conditions are as follows.

Workup

  1. temperaturewith heating
  2. customThereafter, the precipitated crude crystals
  3. customobtained
  4. filtrationwere collected by filtration
  5. customThe resulting crystals were purified
  6. customby repeatedly recrystallizing from water

Sources & evidence

ORD record
ord-6f8265e7d8814139aab6ac809db59c40
Source dataset
uspto-grants-2001_01
Patent number
US06172228B2

Reaction notes

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