Hydrochloric Acid → HCID 17855804, compound

HRID 2263665Notes

Reaction equation

HRID 2263665 reaction equation
[C:1]1([N:7]2[C:11]([CH2:12][CH:13]([CH3:19])[C:14]([O:16]CC)=[O:15])=[CH:10][CH:9]=[C:8]2[CH3:20])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[CH3:22][CH2:23]CCC>CCOCC>[CH2:22]([C:13]([CH3:19])([CH2:12][C:11]1[N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:8]([CH3:20])=[CH:9][CH:10]=1)[C:14]([OH:16])=[O:15])[CH3:23]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8003PentaneHCID 17960390HCID 17960390, compound

Product 1

HCID 17855804HCID 17855804, compoundYield 84.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
92.5 °C

Procedure

A mixture of (IV) (9.4 g of crude oil, ca. 33 mmol) and Claisen's reagent (18 mL) were heated at 90-95° C. for 1 h. After cooling to room temperature, the solution was diluted with 15 g of crushed ice and acidified to pH 1-2 with 6 N HCl. The brown oily precipitate was dissolved in ether, washed with brine solution, dried over MgSO4, filtered and evaporated to waxy solids. Triteration of the solids with pentane afforded 6.6 g of V as a tan powder (84.7% yield).

Workup

  1. temperatureAfter cooling to room temperature
  2. washwashed with brine solution
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-3cb2e1516368482085244f1bd1080ad2
Source dataset
uspto-grants-2010_12
Patent number
US07851644B2

Reaction notes

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