2,3-Dihydroxybutanedioic Acid → HCID 86756217, compound

HRID 565741Notes

Reaction equation

HRID 565741 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 29.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(3-Chlorophenyl)phenylmethylamine (9.25g, 42.5 mmol) and (−)-tartaric acid (7.02 g, 46.7 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 (4.58 g).

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-ae3045ec0c1c4399aa342bbe87b7f42d
Source dataset
uspto-grants-2001_01
Patent number
US06172228B2

Reaction notes

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