Hydrochloric Acid → HCID 56933311, compound

HRID 467989Notes

Reaction equation

HRID 467989 reaction equation
[OH-].[K+].C([O:5][C:6]([C:8]1([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]2([CH2:26][O:27][CH3:28])[CH2:25][CH2:24]2)[CH2:10][CH2:9]1)=[O:7])C.Cl>C(O)C.O>[CH3:28][O:27][CH2:26][C:23]1([CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][C:8]2([C:6]([OH:7])=[O:5])[CH2:10][CH2:9]2)[CH2:24][CH2:25]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 56942736HCID 56942736, compound

Product 1

HCID 56933311HCID 56933311, compoundYield 103.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of KOH (0.5 g, 9.1 mmol) in 90% ethanol (20 mL) was added product of Example 14 (0.4 g, 1.0 mmol) at 80° C. and stirred at same temperature over for 8.5 h. The crude product obtained upon evaporation of the solvent was diluted with water (5.0 mL), acidified to pH=2 (1N HCl), and extracted with ethyl acetate (50 mL×2). The organic layer was dried over sodium sulphate and concentrated. The residue obtained was washed with n-hexane (10.0 mL×2) and dried under high vacuum to give product as white solid 350 mg (94%). mp. 36.4-37.6° C.

Workup

  1. customThe crude product obtained upon evaporation of the solvent
  2. extractionextracted with ethyl acetate (50 mL×2)
  3. dry with materialThe organic layer was dried over sodium sulphate
  4. concentrationconcentrated
  5. customThe residue obtained
  6. washwas washed with n-hexane (10.0 mL×2)
  7. customdried under high vacuum

Sources & evidence

ORD record
ord-20f270046a7b42f983a01df186d8b7e8
Source dataset
uspto-grants-2014_01
Patent number
US08623897B2

Reaction notes

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