Triethylamine → HCID 67170271, compound

HRID 872885Notes

Reaction equation

HRID 872885 reaction equation
[CH3:1][CH2:2][O:3][C:4](/[C:6](/Cl)=[N:7]\[OH:8])=[O:5].[CH3:10][CH:11]([O:15][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][O:17]1)[CH2:12][C:13]#[CH:14].C(N(CC)CC)C>C(OCC)C>[O:17]1[CH2:18][CH2:19][CH2:20][CH2:21][CH:16]1[O:15][CH:11]([CH3:10])[CH2:12][C:13]1[O:8][N:7]=[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH:14]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 6399471Ethyl 2-chloro-2-(hydroxyimino)acetateHCID 108990812H-Pyran, tetrahydro-2-[(1-methyl-3-butynyl)oxy]-

Product 1

HCID 67170271HCID 67170271, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

Ethyl chlorooximidoacetate (1 g, 6.60 mmol) and 2-(pent-4-yn-2-yloxy)tetrahydro-2H-pyran (3.33 g, 19.80 mmol) were dissolved in diethyl ether (20 ml) and the mixture was stirred vigorously. Triethylamine (0.920 ml, 6.60 mmol) diluted with diethyl ether was added dropwise. The reaction mixture was extracted with water and the organic phase dried with MgSO4, filtered and evaporated. The product was used in the next step without further purifications. LC-MS: [M+1]=284.32.

Workup

  1. additionwas added dropwise
  2. extractionThe reaction mixture was extracted with water
  3. dry with materialthe organic phase dried with MgSO4
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-39fca2328ee941cb9b5c7b3a0bcfedc8
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

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