HCID 58319887, compound → HCID 58319889, compound

HRID 340866Notes

Reaction equation

HRID 340866 reaction equation
C([O:3][CH2:4][C:5]([O:7][CH2:8][CH2:9][C:10]([O:13][C:14](=[O:19])[CH2:15][O:16]C=O)([CH3:12])[CH3:11])=[O:6])=O>C(=O)(O)[O-].[Na+]>[OH:3][CH2:4][C:5]([O:7][CH2:8][CH2:9][C:10]([O:13][C:14](=[O:19])[CH2:15][OH:16])([CH3:12])[CH3:11])=[O:6]

Participants

3

Reactant 1

HCID 58319887HCID 58319887, compound

Product 1

HCID 58319889HCID 58319889, compound

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

The crude product (102) was combined with aqueous sodium bicarbonate solution (20 mL, 0.75 N) and stirred for 3 days. The compound was then extracted using ethyl acetate in three 20 mL portions. The organic phase was then evaporated and separated in a column to get a clear oil. 1H NMR (400 MHz, CDCl3): δ 1.42 (s, 6H), 2.19 (t, 2H), 2.58 (s, 2H), 4.00 (s, 2H), 4.16 (s, 2H), 4.28 (t, 2H).

Workup

  1. extractionThe compound was then extracted
  2. customThe organic phase was then evaporated
  3. customseparated in a column
  4. customto get a clear oil

Sources & evidence

ORD record
ord-3543fd3c4d3040ff8d4a96d870e7f05f
Source dataset
uspto-grants-2014_11
Patent number
US08895691B2

Reaction notes

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