Dimethyladipate → HCID 57815570, compound

HRID 1365103Notes

Reaction equation

HRID 1365103 reaction equation
[C:1]([O:11][CH3:12])(=O)[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH3:9])=O.[NH2:13][C@H:14](CO)[CH:15]([CH3:17])[CH3:16]>ClC1C=CC=CC=1>[CH:15]([C@H:14]1[CH2:12][O:11][C:1]([CH2:2][CH2:3][CH2:4][CH2:5][C:6]2[O:8][CH2:9][C@H:14]([CH:15]([CH3:17])[CH3:16])[N:13]=2)=[N:13]1)([CH3:17])[CH3:16]

Participants

4

Reactant 2

HCID 12329DimethyladipateHCID 640993L-Valinol

Product 1

HCID 57815570HCID 57815570, compoundYield 64.8%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

Under an argon atmosphere, a mixture of dimethyl adipate (3 mmol), (L)-valinol (7.2 mmol), Zn4(OCOCF3)6O (0.3 mmol) and chlorobenzene (5 mL) was refluxed for 6 hours, then concentrated, and purified by silica gel column chromatography to give 1,4-bis((S)-4-isopropyl-1,3-oxazolin-2-yl) butane in 64.8% yield.

Workup

  1. temperaturewas refluxed for 6 hours
  2. concentrationconcentrated
  3. custompurified by silica gel column chromatography

Sources & evidence

ORD record
ord-63de4c3335f04a83a672c22acf4989b7
Source dataset
uspto-grants-2011_02
Patent number
US07888513B2

Reaction notes

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