HCID 90184948, compound → HCID 90184986, compound

HRID 516889Notes

Reaction equation

HRID 516889 reaction equation
O[C:2]([CH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1)([CH:6]([CH:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1)[C:7]([OH:9])=[O:8])[C:3]([OH:5])=O>C(OC(=O)C)(=O)C>[O:13]1[CH2:14][CH2:15][CH:10]([C:6]2[C:7](=[O:9])[O:8][C:3](=[O:5])[C:2]=2[CH:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[CH2:11][CH2:12]1

Participants

3

Reactant 1

HCID 90184948HCID 90184948, compound

Product 1

HCID 90184986HCID 90184986, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Conditions

Temperature
120 °C

Procedure

2-Hydroxy-2,3-bis(tetrahydro-2H-pyran-4-yl)succinic acid (1.2 g, 3.98 mmol) was dissolved in acetic anhydride (15 ml), and the solution was stirred at 120° C. for 24 hr. Excess acetic anhydride in the reaction mixture was removed by distillation under reduced pressure, and the residue was chromatographed on silica gel column (hexane:ethyl acetate=40:60) to give the title compound as a colorless solid (0.6 g, yield 60%).

Workup

  1. customExcess acetic anhydride in the reaction mixture was removed by distillation under reduced pressure
  2. customthe residue was chromatographed on silica gel column (hexane:ethyl acetate=40:60)

Sources & evidence

ORD record
ord-5b38bb977582469f836c996abefd3255
Source dataset
uspto-grants-2015_08
Patent number
US09115079B2

Reaction notes

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