Ethanol → HCID 13723665, compound

HRID 1448969Notes

Reaction equation

HRID 1448969 reaction equation
[OH-:1].[Na+].[O:3]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[O:6][CH2:5][CH:4]1[C:13](N1CCNCC1)=[O:14].[CH2:21]([OH:23])[CH3:22]>>[C:21]([C:10]1[CH:11]=[CH:12][C:7]2[O:6][CH2:5][CH:4]([C:13]([OH:14])=[O:1])[O:3][C:8]=2[CH:9]=1)(=[O:23])[CH3:22]

Participants

4

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 2735449N-1,4-Benzodioxane-2-carbonyl piperazine

Product 1

HCID 13723665HCID 13723665, compound

Procedure

Aqueous sodium hydroxide solution (1.2 g., in 5 ml. water) was added to a stirred solution of the product (7 g.) from (A) in ethanol (25 ml.) at 15° C. The reaction temperature was maintained below 25° C. for 1/2 hour then the mixture evaporated in vacuo, the residue triturated with water, acidified with concentrated hydrochloric acid and extracted with chloroform. The combined chloroform extracts were dried (MgSO4), evaporated in vacuo and the residue (1.46 g.) recrystallized from ethyl acetate/methanol to give 7-acetyl-1,4-benzodioxan-2-carboxylic acid, m.p. 167°-168° C.

Workup

  1. temperatureThe reaction temperature was maintained below 25° C. for 1/2 hour
  2. customthe mixture evaporated in vacuo
  3. customthe residue triturated with water
  4. extractionextracted with chloroform
  5. dry with materialThe combined chloroform extracts were dried (MgSO4)
  6. customevaporated in vacuo
  7. customthe residue (1.46 g.) recrystallized from ethyl acetate/methanol

Sources & evidence

ORD record
ord-6b8163ca7cdf4a7ca80fdadb6c87cb57
Source dataset
uspto-grants-1980_02
Patent number
US04188390

Reaction notes

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