Butylamine → HCID 68559265, compound

HRID 19731Notes

Reaction equation

HRID 19731 reaction equation
CS(O[CH2:6][C@H:7]1[CH2:15][C:10]2([O:14][CH2:13][CH2:12][O:11]2)[CH2:9][C@H:8]1[CH2:16]OS(C)(=O)=O)(=O)=O.[CH2:22]([NH2:26])[CH2:23][CH2:24][CH3:25]>>[CH2:22]([N:26]1[CH2:6][C@@H:7]2[CH2:15][C:10]3([CH2:9][C@@H:8]2[CH2:16]1)[O:11][CH2:12][CH2:13][O:14]3)[CH2:23][CH2:24][CH3:25]

Participants

3

Reactant 2

HCID 8007ButylamineHCID 13235317HCID 13235317, compound

Product 1

HCID 68559265HCID 68559265, compound

Conditions

Temperature
90 °C

Procedure

A suspension of methanesulfonic acid (7R,8S)-8-methanesulfonyloxymethyl-1,4-dioxaspiro-[4.4]non-7-ylmethyl ester (0.250 g, 0.73 mmol) in n-butylamine (1 ml) is heated at 90° C. for 3 hours. The reaction is evaporated and partitioned between EtOAc and 2M aqueous NaOH. The organic phase is washed with brine, dried (MgSO4) and evaporated. The crude product is purified by flash chromatography, eluting with EtOAc to afford (3aR,6aS)-2-butylspiro[hexahydrocyclopenta[c]pyrrole-5(1H),2′-[1,3]dioxolane], M+226.

Workup

  1. customThe reaction is evaporated
  2. custompartitioned between EtOAc and 2M aqueous NaOH
  3. washThe organic phase is washed with brine
  4. dry with materialdried (MgSO4)
  5. customevaporated
  6. customThe crude product is purified by flash chromatography
  7. washeluting with EtOAc

Sources & evidence

ORD record
ord-3796f2cbad9f4ea3b625165eb0ec8225
Source dataset
uspto-grants-2010_06
Patent number
US07745462B2

Reaction notes

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