Triethylamine → HCID 14942886, compound

HRID 481313Notes

Reaction equation

HRID 481313 reaction equation
[CH3:1][O:2][CH:3]1[CH:10]([O:11][C:12](=[O:20])[NH:13]C(=O)C(Cl)(Cl)Cl)[CH2:9][CH2:8][C:5]2([O:7][CH2:6]2)[CH:4]1[C:21]1([CH3:29])[CH:23]([CH2:24][CH:25]=[C:26]([CH3:28])[CH3:27])[O:22]1.C(N(CC)CC)C>O.C(O)C.C(OCC)C>[C:12]([O:11][CH:10]1[CH2:9][CH2:8][C:5]2([O:7][CH2:6]2)[CH:4]([C:21]2([CH3:29])[CH:23]([CH2:24][CH:25]=[C:26]([CH3:28])[CH3:27])[O:22]2)[CH:3]1[O:2][CH3:1])(=[O:20])[NH2:13]

Participants

6

Reactant 2

HCID 8471TriethylamineHCID 14988849HCID 14988849, compound

Product 1

HCID 14942886HCID 14942886, compoundYield 101.3%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of 5-methoxy-4-[2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-6-(trichloroacetylcarbamoyloxy)-1-oxaspiro[2,5]octane (26 mg) and triethylamine (9.9 μl) in a mixture of water (0.8 ml) and ethanol (0.8 ml) was stirred overnight at ambient temperature. The mixture was diluted with diethyl ether and washed with brine. The mixture was dried and evaporated to yield 6-carbamoyloxy-5-methoxy-4-[2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2,5]octane (18.2 mg) as white solids.

Workup

  1. washwashed with brine
  2. customThe mixture was dried
  3. customevaporated

Sources & evidence

ORD record
ord-eb375c726e3c437ca6471cc6d768ebeb
Source dataset
uspto-grants-1998_08
Patent number
US05789405

Reaction notes

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