Methanol → HCID 12961170, compound

HRID 355034Notes

Reaction equation

HRID 355034 reaction equation
[CH3:1][O:2][C:3](=[O:24])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]1[C:15]2[CH:16]=[C:17]([N+:20]([O-])=O)[CH:18]=[CH:19][C:14]=2[O:13][C:12]1=[O:23].CO.S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[CH3:1][O:2][C:3](=[O:24])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]1[C:15]2[CH:16]=[C:17]([NH2:20])[CH:18]=[CH:19][C:14]=2[O:13][C:12]1=[O:23]

Participants

5

Reactant 3

HCID 887MethanolHCID 24489Sodium DithioniteHCID 129611648-(5-Nitro-2-oxo-benzoxazolin-3-yl)-caprylic acid methyl ester

Product 1

HCID 12961170HCID 12961170, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6.7 g. of 8-(5-Nitro-2-oxo-benzoxazolin-3-yl)-caprylic acid methyl ester are dissolved in 100 cc. of methanol and the solution is heated to boiling. 20 cc. of water are added to the solution and within 1 hour 13.9 g. of sodium dithionite are added and the mixture is boiled so long until the starting yellow solution is decolourized. Thereafter, the solution is evaporated in a vacuum, the residue is stirred with dilute soda lye and the solid crude product as filtered off with suction. The crude product is washed with water, dried and further purified chromatographically on silicic acid using hexane/ethyl acetate as eluant.

Workup

  1. customThereafter, the solution is evaporated in a vacuum
  2. additionwith dilute soda lye
  3. filtrationthe solid crude product as filtered off with suction
  4. washThe crude product is washed with water
  5. customdried
  6. customfurther purified chromatographically on silicic acid

Sources & evidence

ORD record
ord-c5b28b0e573c44e1be2ed78a7070d2b3
Source dataset
uspto-grants-1983_03
Patent number
US04377695

Reaction notes

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