Water → HCID 69946670, compound

HRID 1356609Notes

Reaction equation

HRID 1356609 reaction equation
[NH2:1][C@@H:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][C@@H:3]1[OH:11].[C:12]([OH:21])(=[O:20])[C@@H:13]([C@H:15]([C:17]([OH:19])=[O:18])[OH:16])[OH:14].O>CO>[NH2:1][C@H:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][C@H:3]1[OH:11].[CH3:13][OH:14].[C:17]([C@@H:15]([C@H:13]([C:12]([OH:21])=[O:20])[OH:14])[OH:16])([OH:19])=[O:18]

Participants

5

Reactant 3

HCID 962WaterHCID 444305L-Tartaric acidHCID 2725045(1R,2S)-(+)-cis-1-Amino-2-indanol

Product 1

HCID 69946670HCID 69946670, compoundYield 75.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
20 °C

Procedure

Racemic cis-1-amino-2-indanol (66.6 g, water wet, content 81.1%) and 65 g of (R,R)-tartaric acid in 360 ml of methanol with 20 ml of water were brought to reflux. Stirring of the mixture was continued for one hour at reflux and then it was cooled down again to 20° C. The solid was isolated by filtration and washed twice with 120 ml of methanol. After drying, 54.3 g of (1S,2R)-1-amino-2-indanol-(R,R)-tartrate methanol solvate were obtained with an e.e. of 96.7%.

Workup

  1. temperatureto reflux
  2. temperatureat reflux
  3. customThe solid was isolated by filtration
  4. washwashed twice with 120 ml of methanol
  5. customAfter drying

Sources & evidence

ORD record
ord-cdfa6fff4b8d4e06ad4798d31a7fc339
Source dataset
uspto-grants-2003_07
Patent number
US06586634B1

Reaction notes

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