HCID 58319881, compound → HCID 58319922, compound

HRID 340869Notes

Reaction equation

HRID 340869 reaction equation
C([O:3][CH2:4][C:5]([O:7][C:8]([CH:11]1[CH2:16][CH2:15][C:14]([O:18][C:19](=[O:24])[CH2:20][O:21]C=O)([CH3:17])[CH2:13][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][CH2:15][C:14]([O:18][C:19](=[O:24])[CH2:20][OH:21])([CH3:17])[CH2:13][CH2:12]1)([CH3:10])[CH3:9])=[O:6]

Participants

3

Reactant 1

HCID 58319881HCID 58319881, compound

Product 1

HCID 58319922HCID 58319922, compound

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

The crude product (110) 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 1.21 (m, 8H), 1.40 (s, 6H), 1.53 (s, 3H), 2.00 (m, 1H), 2.19 (s, 1H), 2.21 (s, 1H), 3.98 (s, 2H), 4.01 (s, 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-6ff53517c7044d27826cd89871e0a5d4
Source dataset
uspto-grants-2014_11
Patent number
US08895691B2

Reaction notes

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