HCID 58319893, compound → HCID 58319897, compound

HRID 340867Notes

Reaction equation

HRID 340867 reaction equation
C([O:3][CH2:4][C:5]([O:7][C:8]([CH:11]1[CH2:16][CH:15]([O:17][C:18](=[O:23])[CH2:19][O:20]C=O)[C:14]([CH3:24])=[CH:13][CH2:12]1)([CH3:10])[CH3:9])=[O:6])=O>C(=O)(O)[O-].[Na+]>[OH:3][CH2:4][C:5]([O:7][C:8]([CH:11]1[CH2:16][CH:15]([O:17][C:18](=[O:23])[CH2:19][OH:20])[C:14]([CH3:24])=[CH:13][CH2:12]1)([CH3:10])[CH3:9])=[O:6]

Participants

3

Reactant 1

HCID 58319893HCID 58319893, compound

Product 1

HCID 58319897HCID 58319897, compound

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

The crude product (106) 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 (CDCl3): δ 1.19 (s, 3H), 1.43 (s, 3H), 1.61 (s, 3H), 1.75 (t, 2H), 2.00 (m, 1H), 2.36 (t, 2H), 2.63 (s, 2H), 3.98 (s, 2H), 4.16 (s, 2H), 5.27 (s, 1H), 5.68 (s, 1H).

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-adba19c177554eb5a28a1bc8257c1af1
Source dataset
uspto-grants-2014_11
Patent number
US08895691B2

Reaction notes

Loading…