Tetrahydrofuran → HCID 58562482, compound

HRID 2175508Notes

Reaction equation

HRID 2175508 reaction equation
OC[CH:3]([NH:14][C:15](=[O:21])[O:16][C:17](C)(C)C)[CH:4]1[CH2:13][CH2:12][C:7]2([O:11][CH2:10][CH2:9][O:8]2)[CH2:6][CH2:5]1.O1CCCC1.CC(C)([O-])C.[K+]>C(OCC)(=O)C>[O:8]1[C:7]2([CH2:6][CH2:5][CH:4]([CH:3]3[CH2:17][O:16][C:15](=[O:21])[NH:14]3)[CH2:13][CH2:12]2)[O:11][CH2:10][CH2:9]1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 23665647Potassium tert-butoxideHCID 58562767HCID 58562767, compound

Product 1

HCID 58562482HCID 58562482, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

A 250 mL round bottom flask was charged with tert-butyl (2-hydroxy-1-(1,4-dioxaspiro[4.5]decan-8-yl)ethyl)carbamate (1.5 g, 4.98 mmol), prepared in the previous step, and tetrahydrofuran (100 mL). The mixture was cooled to 0° C. and potassium tert-butoxide (670 mg, 5.97 mmol) was added. The mixture was stirred at 0° C. for 2 h. The mixture was diluted with ethyl acetate and washed with saturated aqueous ammonium chloride. The organic layer was dried over MgSO4, filtered, and concentrated in vacuo to the product as a clear oil.

Workup

  1. washwashed with saturated aqueous ammonium chloride
  2. dry with materialThe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo to the product as a clear oil

Sources & evidence

ORD record
ord-b9fd677301244778966170057dece98b
Source dataset
uspto-grants-2015_06
Patent number
US09062048B2

Reaction notes

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