Triethylamine → HCID 66841570, compound

HRID 1928999Notes

Reaction equation

HRID 1928999 reaction equation
[CH2:1]([N:8]1[CH2:13][CH:12]([CH3:14])[CH:11]2[O:15][C:16]([CH3:19])([CH3:18])[O:17][CH:10]2[CH2:9]1)[C:2]1C=CC=C[CH:3]=1.C1[O:23][C@@H]1C.C(N(CC)CC)C>C(O)C>[CH3:18][C:16]1([CH3:19])[O:17][CH:10]2[CH2:9][N:8]([CH2:1][CH:2]([OH:23])[CH3:3])[CH2:13][CH:12]([CH3:14])[CH:11]2[O:15]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 146261(R)-1,2-EpoxypropaneHCID 66841552HCID 66841552, compound

Product 1

HCID 66841570HCID 66841570, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

40 (175 mg, 1 mmol), (R)-(+)-propylenoxide (297 mg, 5.1 mmol), and triethylamine (285 ul, 2 mmol) are dissolved in 3 ml of ethanol and stirred at room temperature for 5 h. After evaporation the residue is dissolved in ethyl acetate, washed subsequently with 1N NaOH and brine, dried over sodium sulphate and evaporated. The crude product, 214 mg of a yellow oil, is purified by Flash-chromatography (silica gel, dichloromethane/methanol/ammonia 95:5:0.5).

Workup

  1. customAfter evaporation the residue
  2. dissolutionis dissolved in ethyl acetate
  3. washwashed subsequently with 1N NaOH and brine
  4. dry with materialdried over sodium sulphate
  5. customevaporated
  6. customThe crude product, 214 mg of a yellow oil, is purified by Flash-chromatography (silica gel, dichloromethane/methanol/ammonia 95:5:0.5)

Sources & evidence

ORD record
ord-21f22eb960414af6adef30f3bee7bcc7
Source dataset
uspto-grants-2012_05
Patent number
US08183366B2

Reaction notes

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