D-Tartaric acid → HCID 18594284, compound

HRID 1579911Notes

Reaction equation

HRID 1579911 reaction equation
[Cl:1][C:2]([Cl:15])([Cl:14])[CH:3]([OH:13])[CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][C:6]=1[CH2:11][CH3:12].[C:16]([OH:25])(=[O:24])[C@H:17]([C@@H:19]([C:21]([OH:23])=[O:22])[OH:20])[OH:18]>CC(C)=O>[C:21]([C@H:19]([C@@H:17]([C:16]([OH:25])=[O:24])[OH:18])[OH:20])([OH:23])=[O:22].[Cl:15][C:2]([Cl:1])([Cl:14])[C@H:3]([OH:13])[CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][C:6]=1[CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 439655D-Tartaric acidHCID 21568281HCID 21568281, compound

Product 1

HCID 18594284HCID 18594284, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

To 1.6.6 g. of 1,1,1-trichloro-3-(3-ethyl-4-pyridinyl)propan-2-ol dissolved in 1.2 l. of hot acetone was added a solution of 65.2 g. of d-tartaric acid in 1 l. of acetone. Upon cooling, crystalline material separated (66.8 g.) which after fractional crystallization from acetone, yielded pure 1,1,1-trichloro-3-(3-ethyl-4-pyridinyl)propan-2(R)-ol d-tartrate, m.p. 176°-177.5°, [α]D25 + 30.7° (c 0.960, ethanol)

Workup

  1. temperatureUpon cooling
  2. customcrystalline material separated (66.8 g.) which
  3. customafter fractional crystallization from acetone

Sources & evidence

ORD record
ord-75495446e5154e7f84b508fa7a0ec4b8
Source dataset
uspto-grants-1976_01
Patent number
US03931192

Reaction notes

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