Sodium borohydride → HCID 21195138, compound

HRID 399154Notes

Reaction equation

HRID 399154 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=3)[N:12]=[C:11]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([CH:27]=[O:28])[N:22]=3)[CH:10]=2)=[CH:5][CH:4]=1.[BH4-].[Na+]>C1COCC1.CCO>[OH:28][CH2:27][C:23]1[N:22]=[C:21]([C:11]2[CH:10]=[C:9]([C:6]3[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)[CH:14]=[C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=3)[N:12]=2)[CH:26]=[CH:25][CH:24]=1

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 21195140HCID 21195140, compound

Product 1

HCID 21195138HCID 21195138, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 4'-(4-methoxyphenyl)-2,2':6',2"-terpyridine-6-carboxaldehyde (8.93 mmol) in a mixture of 70 mL of THF and 70 mL of absolute EtOH is treated with 1 g of NaBH4 and then heated to reflux for 15 minutes under N2. After cooling, the organic solvents are removed, the residue is heated for 30 minutes at reflux in dilute NaHCO3, cooled, filtered, washed with H2O, then dried to give the desired product.

Workup

  1. temperatureheated
  2. temperatureto reflux for 15 minutes under N2
  3. temperatureAfter cooling
  4. customthe organic solvents are removed
  5. temperaturethe residue is heated for 30 minutes
  6. temperatureat reflux in dilute NaHCO3
  7. temperaturecooled
  8. filtrationfiltered
  9. washwashed with H2O
  10. customdried

Sources & evidence

ORD record
ord-732cf8cedd234d499f12ee1914202767
Source dataset
uspto-grants-1998_10
Patent number
US05817774

Reaction notes

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