Sodium Chlorite → HCID 53917414, compound

HRID 485603Notes

Reaction equation

HRID 485603 reaction equation
[CH3:1][O:2][C:3](=[O:24])[CH2:4][CH2:5][CH2:6][C:7]([CH:22]=[O:23])=[C:8]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:12][CH:11]=1)[Cl:9].[O-:25]Cl=O.[Na+]>CC(O)(C)C.O>[CH3:1][O:2][C:3](=[O:24])[CH2:4][CH2:5][CH2:6][C:7]([C:22]([OH:25])=[O:23])=[C:8]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:12][CH:11]=1)[Cl:9]

Participants

5

Reactant 2

HCID 23668197Sodium ChloriteHCID 53693956HCID 53693956, compound

Product 1

HCID 53917414HCID 53917414, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6386tert-ButanolSolvent

Procedure

6-(4'-Biphenylyl)-6-chloro-5-formyl-hex-5-enoic acid methyl ester (1 g) was dissolved in t-BuOH (75 mL). A solution of NaClO2 (2.42 g) and NaH2PO4 (2.42 g) in 25 mL H2O was added dropwise. The solution was stirred for 16 hours. The methanol was removed in vacuo. The solution was acidified (3N HCl) and the product ester 12 extracted with EtOAc. 1 g, 95%. NMR and IR spectra of 12 were obtained.

Workup

  1. customThe methanol was removed in vacuo
  2. extractionthe product ester 12 extracted with EtOAc

Sources & evidence

ORD record
ord-32c936c203614843a46df544fe67904b
Source dataset
uspto-grants-1985_08
Patent number
US04536515

Reaction notes

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