Hydrochloric Acid → HCID 53414273, compound

HRID 1243145Notes

Reaction equation

HRID 1243145 reaction equation
C[O:2][C:3]([C:5]1([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:14][CH2:13][C:12]2[C:7](=[C:8]([O:15][CH3:16])[CH:9]=[CH:10][CH:11]=2)[CH2:6]1)=[O:4].Cl>CO.O>[C:20]([O:19][C:17]([C:5]1([C:3]([OH:4])=[O:2])[CH2:14][CH2:13][C:12]2[C:7](=[C:8]([O:15][CH3:16])[CH:9]=[CH:10][CH:11]=2)[CH2:6]1)=[O:18])([CH3:23])([CH3:21])[CH3:22]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 11220922HCID 11220922, compound

Product 1

HCID 53414273HCID 53414273, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

The methyl ester from Example 33B was dissolved in a mixture of MeOH (10 mL) and water (2.0 mL) followed by addition of LiOH monohydrate (1.9 g, 45 mmol). The mixture was stirred for 18 hours after which 10% HCl was added until pH=4 was achieved. This mixture was extracted with ethyl acetate (2×50 mL). The combined organic layers were dried with MgSO4, filtered, concentrated under reduced pressure to provide the titled compound (4.3 g).

Workup

  1. additionwas added until pH=4
  2. extractionThis mixture was extracted with ethyl acetate (2×50 mL)
  3. dry with materialThe combined organic layers were dried with MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-dab66f7ee5f84a56ba6ebc5ea316bebd
Source dataset
uspto-grants-2006_10
Patent number
US07115767B2

Reaction notes

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