Gamma-Butyrolactone → HCID 178516224, compound

HRID 1672727Notes

Reaction equation

HRID 1672727 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([OH:8])[CH2:4][CH2:3]1.[O:9]1[CH2:13][CH2:12][CH2:11][C:10]1=O>O>[OH:8][C@H:5]1[CH2:6][CH2:7][C@H:2]([N:1]2[CH2:13][CH2:12][CH2:11][C:10]2=[O:9])[CH2:3][CH2:4]1

Participants

4

Reactant 2

HCID 7302Gamma-ButyrolactoneHCID 178511715HCID 178511715, compound

Product 1

HCID 178516224HCID 178516224, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Heat a mixture of trans-4-amino-cyclohexanol (7.36 g, 63.89 mmol) and dihydro-furan-2-one (5 g, 58.08 mmol), in neat, up to 190° C. for 68 h. Cool the mixture to room temp. Dissolve the residue in water and extract with CH2Cl2 (5×100 mL). Dry the organic layer over Na2SO4, filter and concentrate. Purify the crude material by chromatography to afford the title compound: mass spectrum (m/z): 184 (M+1).

Workup

  1. temperatureHeat
  2. extractionextract with CH2Cl2 (5×100 mL)
  3. dry with materialDry the organic layer over Na2SO4
  4. filtrationfilter
  5. concentrationconcentrate
  6. customPurify the crude material by chromatography

Sources & evidence

ORD record
ord-9afab6a7c8204631bc9cab3b91a12cbb
Source dataset
uspto-grants-2011_08
Patent number
US07998999B2

Reaction notes

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