2,3-Dihydroxybutanedioic Acid → HCID 131724338, compound

HRID 2120193Notes

Reaction equation

HRID 2120193 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]([CH2:12][CH2:13][CH2:14][CH3:15])[O:7][C:8]2=[O:9])=[CH:4][CH:3]=1.[C:16]([OH:25])(=[O:24])[CH:17]([CH:19]([C:21]([OH:23])=[O:22])[OH:20])[OH:18]>CO>[C:21]([CH:19]([CH:17]([C:16]([OH:25])=[O:24])[OH:18])[OH:20])([OH:23])=[O:22].[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([C@@H:6]([CH2:12][CH2:13][CH2:14][CH3:15])[O:7][C:8]2=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 8752,3-Dihydroxybutanedioic AcidHCID 98777066-Amino-3-butyl-phthalide

Product 1

HCID 131724338HCID 131724338, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A hot solution of 10.26 g (0.05 mol) of compound obtained in Example 4 in 115 ml of anhydrous methanol is mixed with a warm solution of 7.51 g (0.05 mol) of (+)-tartaric acid in 60 ml of methanol. The mixture is put aside at room temperature overnight, and then at 0-5° C. for 2 hours. The separated crystals are collected and washed with a small amount of methanol to give white crystals. Recrystallisation from methanol (1:8) three times gives the title compound containing one molecule of methanol, as white needles.

Workup

  1. waitat 0-5° C. for 2 hours
  2. customThe separated crystals are collected
  3. washwashed with a small amount of methanol
  4. customto give white crystals
  5. customRecrystallisation from methanol (1:8) three times

Sources & evidence

ORD record
ord-c96033c29a1c4cd9b15cf07f3773080a
Source dataset
uspto-grants-2004_02
Patent number
US06689808B2

Reaction notes

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