D-Tartaric acid → HCID 118123600, compound

Participants

Reaction Steps

Three hundred grams (300 g) of racemic 1,1,3-trimethyl-4-aminoindane, 128 g of D-tartaric acid and 260 ml of methanol were mixed, and the mixture was kept at 70° C. for 1 hour. Then, the mixture was left to cool to room temperature, and about 0.1 g of a seed crystal was mixed and the mixture was allowed to stand for 2 days. The generated solid was filtrated off, and washed with methanol. The resultant solid was re-crystallized from methanol five times to obtain 100 g of 1,1,3-trimethyl-4-aminoindane D-tartarate. To 78 g of the resultant 1,1,3-trimethyl-4-aminoindane D-tartarate was added a 5% sodium hydroxide aqueous solution until pH reached 10 or more, and the mixture was extracted with methyl t-butyl ether three times. The resultant oil layers were washed with saturated saline and a saturated sodium hydrogen carbonate aqueous solution sequentially, then, dried over sodium sulfate and concentrated under reduced pressure to obtain 38 g of a mixture of 1,1,3-trimethyl-4-aminoindane in which the enantiomer ratio (R form/S form) was 99.6/0.4.

Provenance & Evidence