Triethylamine → HCID 14942886, compound

HRID 964353Notes

Reaction equation

HRID 964353 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-3cf965c80f7b42e2a3b9f47410c07d96
Source dataset
uspto-grants-1998_06
Patent number
US05767293

Reaction notes

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