Hydrochloric Acid → HCID 13745944, compound

HRID 2290671Notes

Reaction equation

HRID 2290671 reaction equation
[C:1]([C:4]1[CH:28]=[CH:27][C:7]2[O:8][CH2:9][CH:10]([O:12][C:13]3[CH:18]=[CH:17][C:16]([CH2:19][C:20]([O:22]C)=[O:21])=[CH:15][C:14]=3[CH2:24][CH2:25][CH3:26])[CH2:11][C:6]=2[C:5]=1[OH:29])(=[O:3])[CH3:2].Cl>[OH-].[Na+].C1COCC1>[C:1]([C:4]1[CH:28]=[CH:27][C:7]2[O:8][CH2:9][CH:10]([O:12][C:13]3[CH:18]=[CH:17][C:16]([CH2:19][C:20]([OH:22])=[O:21])=[CH:15][C:14]=3[CH2:24][CH2:25][CH3:26])[CH2:11][C:6]=2[C:5]=1[OH:29])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 13745946HCID 13745946, compound

Product 1

HCID 13745944HCID 13745944, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

The compound of Example 10 (25 mg) was dissolved in 1N NaOH (0.2 ml) and THF (1 ml). The reaction mixture was stirred at room temperature for 1.5 hours. The reaction was poured into a mixture of ice and dilute HCl and extracted with ethyl acetate. The combined organic extracts were dried and evaporated to yield the title compound which was recrystallized from ether-hexane, m.p. 129°-129.5°.

Workup

  1. extractionextracted with ethyl acetate
  2. customThe combined organic extracts were dried
  3. customevaporated

Sources & evidence

ORD record
ord-e04a823f30ea4a90b7d82cf6ed49e33e
Source dataset
uspto-grants-1986_10
Patent number
US04617407

Reaction notes

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