Folic Acid → Tetrahydrofolic acid

HRID 978628

Reaction equation

HRID 978628 reaction equation
[C:1]([OH:32])(=[O:31])[CH2:2][CH2:3][C@H:4]([NH:8][C:9]([C:11]1[CH:30]=[CH:29][C:14]([NH:15][CH2:16][C:17]2[N:28]=[C:27]3[C:20]([N:21]=[C:22]([NH:24][C:25]3=[O:26])[NH2:23])=[N:19][CH:18]=2)=[CH:13][CH:12]=1)=[O:10])[C:5]([OH:7])=[O:6]>[Rh].O>[C:1]([OH:32])(=[O:31])[CH2:2][CH2:3][C@H:4]([NH:8][C:9]([C:11]1[CH:12]=[CH:13][C:14]([NH:15][CH2:16][CH:17]2[NH:28][C:27]3[C:25](=[O:26])[NH:24][C:22]([NH2:23])=[N:21][C:20]=3[NH:19][CH2:18]2)=[CH:29][CH:30]=1)=[O:10])[C:5]([OH:7])=[O:6]

Participants

4

Reactant 1

HCID 135398658Folic Acid

Product 1

HCID 135444742Tetrahydrofolic acidYield 75.3%

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 962WaterSolvent

Procedure

Then, a suspension of 0.230 g of a 5% rhodium-activated carbon catalyst (containing the noble metal in an amount of 0.55% by weight based on the folic acid) in 25 ml of distilled water was added to the flask, and hydrogenation was carried out in the same manner as described in Example 1 to obtain 1.593 g (75.3% yield) of tetrahydrofolic acid.

Workup

  1. additioncontaining the noble metal in an amount of 0.55% by weight
  2. additionwas added to the flask, and hydrogenation

Sources & evidence

ORD record
ord-19ae6309e767423783f3b83e5864aec1
Source dataset
uspto-grants-1987_05
Patent number
US04665176

Linked notes

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