Hydrochloric Acid → Reduced parellic acid, 9

HRID 1692629Notes

Reaction equation

HRID 1692629 reaction equation
[CH3:1][C:2]1[C:7]2[C:8]([O:10][C:11]3[C:12]([CH3:23])=[C:13]([O:21][CH3:22])[CH:14]=[C:15]([C:18]([OH:20])=[O:19])[C:16]=3[O:17][C:6]=2[C:5]([CH:24]=[O:25])=[C:4]([OH:26])[CH:3]=1)=[O:9].[BH4-].[Na+].O.Cl>C(O)C>[OH:26][C:4]1[CH:3]=[C:2]([CH3:1])[C:7]2[C:8](=[O:9])[O:10][C:11]3[C:12]([CH3:23])=[C:13]([O:21][CH3:22])[CH:14]=[C:15]([C:18]([OH:20])=[O:19])[C:16]=3[O:17][C:6]=2[C:5]=1[CH2:24][OH:25]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 23725Psoromic AcidHCID 4311764Sodium borohydride

Product 1

HCID 16079071Reduced parellic acid, 9

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirring solution of psoromic acid (1 mmol) in ethanol (25 mL) was added sodium borohydride (4 mmol). The reaction was stirred overnight at room temperature. Water (3 mL) was added to the reaction. The solution was acidified to a pH of 6 with dilute HCl. All of the solvent was removed by rotatory evaporation. The residue was redissolved in ethanol and dried over magnesium sulfate, filtered, and evaporated by a rotatory evaporator to give a white solid product.

Workup

  1. customAll of the solvent was removed by rotatory evaporation
  2. dissolutionThe residue was redissolved in ethanol
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated by a rotatory evaporator
  6. customto give a white solid product

Sources & evidence

ORD record
ord-acd36e4316ae482385c396eb70d0dcf2
Source dataset
uspto-grants-2012_04
Patent number
US08158623B2

Reaction notes

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