Triethylamine → HCID 66841570, compound

HRID 2267699Notes

Reaction equation

HRID 2267699 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-666a24a75be243e1bdd5c4f7105c1521
Source dataset
uspto-grants-2010_12
Patent number
US07858781B2

Reaction notes

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