D-Tartaric acid → HCID 66726873, compound

HRID 2407308Notes

Reaction equation

HRID 2407308 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][C@@H:2]1[CH2:11][N:12]1[CH2:17][CH2:16][CH2:15][C@@:14]([CH2:19][O:20][CH2:21][CH2:22][OH:23])([CH3:18])[CH2:13]1.[C:24]([OH:33])(=[O:32])[C@H:25]([C@@H:27]([C:29]([OH:31])=[O:30])[OH:28])[OH:26]>CC(C)=O>[C:29]([C@H:27]([C@@H:25]([C:24]([OH:33])=[O:32])[OH:26])[OH:28])([OH:31])=[O:30].[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][C@@H:2]1[CH2:11][N:12]1[CH2:17][CH2:16][CH2:15][C@@:14]([CH2:19][O:20][CH2:21][CH2:22][OH:23])([CH3:18])[CH2:13]1

Participants

4

Reactant 2

HCID 439655D-Tartaric acidHCID 66726872HCID 66726872, compound

Product 1

HCID 66726873HCID 66726873, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 2-{(S)-1-[(S)-1-(2,3-dihydrobenzo[1,4]dioxin-2-yl)methyl]-3-methylpiperidin-3-ylmethoxy}-ethanol (3.1 g, 9.6 mmol) and acetone (30 ml) was heated to 50° C. and D-tartaric acid (1.45 g, 9.7 mmol) was added in small portions at 50° C. The reaction mixture was refluxed for 1 h, after which it was cooled down to RT and the solvent was evaporated. The residue was dried under vacuum at 40° C. to give 4.17 g of the title salt.

Workup

  1. temperatureThe reaction mixture was refluxed for 1 h
  2. temperatureafter which it was cooled down to RT
  3. customthe solvent was evaporated
  4. customThe residue was dried under vacuum at 40° C.

Sources & evidence

ORD record
ord-57701036e42e46b38d239bf245dc8344
Source dataset
uspto-grants-2014_08
Patent number
US08809536B2

Reaction notes

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