HCID 58282145, compound → 2,5-Dimethylhexane-2,5-diyl bis(2-hydroxyacetate)

HRID 340860Notes

Reaction equation

HRID 340860 reaction equation
C([O:3][CH2:4][C:5]([O:7][C:8]([CH3:22])([CH2:10][CH2:11][C:12]([O:15][C:16](=[O:21])[CH2:17][O:18]C=O)([CH3:14])[CH3:13])[CH3:9])=[O:6])=O>C(=O)(O)[O-].[Na+]>[OH:3][CH2:4][C:5]([O:7][C:8]([CH3:22])([CH2:10][CH2:11][C:12]([O:15][C:16](=[O:21])[CH2:17][OH:18])([CH3:13])[CH3:14])[CH3:9])=[O:6]

Participants

3

Reactant 1

HCID 58282145HCID 58282145, compound

Product 1

HCID 582821182,5-Dimethylhexane-2,5-diyl bis(2-hydroxyacetate)

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

[see Kodadeck et. al. J. Am. Chem. Soc. (2004), 126(13), 4088-4089.] The crude product (68) was combined with aqueous sodium bicarbonate solution (20 mL, 0.75 N) and stirred for 3 days. The compound was then removed from the aqueous phase using continuous distillation in ether overnight. The organic phase was then evaporated to get a white solid. (0.032 g) 1H NMR (400 MHz, CDCl3): δ 1.36 (s, 12H), 1.84 (s, 4H), 3.41 (b, 2H), 4.00 (s, 4H).

Workup

  1. customThe compound was then removed from the aqueous phase
  2. distillationdistillation in ether overnight
  3. customThe organic phase was then evaporated
  4. customto get a white solid

Sources & evidence

ORD record
ord-a7a6bc7b024d4c929b55fea0c6ba1766
Source dataset
uspto-grants-2014_11
Patent number
US08895691B2

Reaction notes

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