Hydrochloric Acid → Tetrahydrofolic acid

HRID 650224Notes

Reaction equation

Cl.[C:2]([OH:33])(=[O:32])[CH2:3][CH2:4][C@H:5]([NH:9][C:10]([C:12]1[CH:31]=[CH:30][C:15]([NH:16][CH2:17][C@H:18]2[NH:29][C:28]3[C:26](=[O:27])[NH:25][C:23]([NH2:24])=[N:22][C:21]=3[NH:20][CH2:19]2)=[CH:14][CH:13]=1)=[O:11])[C:6]([OH:8])=[O:7]>>[C:2]([OH:33])(=[O:32])[CH2:3][CH2:4][C@H:5]([NH:9][C:10]([C:12]1[CH:13]=[CH:14][C:15]([NH:16][CH2:17][CH:18]2[NH:29][C:28]3[C:26](=[O:27])[NH:25][C:23]([NH2:24])=[N:22][C:21]=3[NH:20][CH2:19]2)=[CH:30][CH:31]=1)=[O:11])[C:6]([OH:8])=[O:7]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 1354158766R-Tetrahydrofolic acid

Product 1

HCID 135444742Tetrahydrofolic acid

Procedure

After subsequently slowly bringing the pH to 4.4 using hydrochloric acid and maintaining this value, 42.0 g of crystalline (6R)-tetrahydrofolic acid with a chemical content of 96.2% and a (6R) percentage of 99.5 are obtained.

Sources & evidence

ORD record: ord-ea388b5aa6654286a07ec68830447495
Source dataset: uspto-grants-2001_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06271374B1

Reaction notes

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