Hydrochloric Acid → HCID 67170651, compound

HRID 1918289Notes

Reaction equation

HRID 1918289 reaction equation
[CH3:1][O:2][C:3]([C:5]1([NH:15][C:16](=[O:35])[C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([O:25][CH2:26][CH2:27][C:28]3[CH:29]=[C:30]([CH3:34])[CH:31]=[CH:32][CH:33]=3)[CH:18]=2)[CH2:14][CH2:13][C:8]2(OCC[O:9]2)[CH2:7][CH2:6]1)=[O:4].Cl>O1CCOCC1>[CH3:1][O:2][C:3]([C:5]1([NH:15][C:16](=[O:35])[C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([O:25][CH2:26][CH2:27][C:28]3[CH:29]=[C:30]([CH3:34])[CH:31]=[CH:32][CH:33]=3)[CH:18]=2)[CH2:6][CH2:7][C:8](=[O:9])[CH2:13][CH2:14]1)=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67170696HCID 67170696, compound

Product 1

HCID 67170651HCID 67170651, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

8-[4-Methoxy-3-(2-m-tolyl-ethoxy)-benzoylamino]-1,4-dioxa-spiro[4.5]decane-8-carboxylic acid methyl ester (4.7 g, 9.7 mmol; intermediate in the synthesis of example 54) was dissolved in dioxane (70 ml), 2 N aqueous hydrochloric acid (10 ml) was added and the mixture was stirred at room temperature overnight. The material was partitioned between EA and saturated aqueous sodium chloride solution, the aqueous phase was extracted with EA, the combined organic phases were dried over sodium sulfate and evaporated to dryness to yield the title compound.

Workup

  1. customintermediate in the synthesis of example 54)
  2. customThe material was partitioned between EA and saturated aqueous sodium chloride solution
  3. extractionthe aqueous phase was extracted with EA
  4. dry with materialthe combined organic phases were dried over sodium sulfate
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-ac42d8c826234bab9a8b6bcd182f0c23
Source dataset
uspto-grants-2013_12
Patent number
US08618304B2

Reaction notes

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