Hydrochloric Acid → HCID 18990401, compound

HRID 1195987Notes

Reaction equation

HRID 1195987 reaction equation
[C:1]([C:3](=[CH:9][C:10]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[C:13]([OH:19])=[C:12]([OH:20])[CH:11]=1)[C:4](OCC)=[O:5])#[N:2].[BH4-].[Na+].Cl>C(O)C>[C:1]([CH:3]([CH2:9][C:10]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[C:13]([OH:19])=[C:12]([OH:20])[CH:11]=1)[CH2:4][OH:5])#[N:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 54021516HCID 54021516, compound

Product 1

HCID 18990401HCID 18990401, compoundYield 75.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution containing 0.85 g of ethyl 2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylate (Example 81) in 70 ml of dry ethanol 0.3 g of sodium borohydride was gradually added. The solution was stirred for 0.5 h at room temperature, acidified with hydrochloric acid and extracted with ethyl acetate. The solvent was evaporated yielding 0.55 g (75%) of yellow crystals, m.p. 149°-152° C.

Workup

  1. additionwas gradually added
  2. extractionextracted with ethyl acetate
  3. customThe solvent was evaporated

Sources & evidence

ORD record
ord-30f7da92673a4c98a673ed47c749f277
Source dataset
uspto-grants-1992_05
Patent number
US05112861

Reaction notes

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