Potassium Hydroxide → HCID 74088765, compound

HRID 1904134Notes

Reaction equation

HRID 1904134 reaction equation
[C:1]([NH:20][C:21]1[S:22][CH:23]=[C:24]([C:26](=[N:32][O:33][CH2:34][CH2:35][Br:36])[C:27]([O:29]CC)=[O:28])[N:25]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O1CCOCC1.[OH-].[K+:44]>C(O)C>[C:1]([NH:20][C:21]1[S:22][CH:23]=[C:24]([C:26](=[N:32][O:33][CH2:34][CH2:35][Br:36])[C:27]([O-:29])=[O:28])[N:25]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[K+:44]

Participants

5

Procedure

A mixture of 2.88 g of the said ester and 4.3 ml of dioxane was stirred under an inert atmosphere at room temperature until dissolution occured and then 30.6 ml of a solution of 0.5 M potassium hydroxide in ethanol were added thereto over 3 minutes at 20°-25° C. The mixture was stirred at room temperature under an inert atmosphere for 24 hours and after 2 or 3 hours a potassium salt crystallized. The mixture was vacuum filtered at room temperature and the recovered product was rinsed with 1 ml of ether and 3 times with 2 ml of methylene chloride to obtain 1.6 g of the syn isomer of potassium 2-(2-tritylamino-4-thiazolyl)-2-(2-bromoethoxyimino)-acetate.

Workup

  1. stirringThe mixture was stirred at room temperature under an inert atmosphere for 24 hours
  2. customafter 2 or 3 hours a potassium salt crystallized
  3. filtrationfiltered at room temperature
  4. washthe recovered product was rinsed with 1 ml of ether and 3 times with 2 ml of methylene chloride

Sources & evidence

ORD record
ord-2fcdde0f31f3451baa5af9630de8d114
Source dataset
uspto-grants-1984_03
Patent number
US04439433

Reaction notes

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