Ammonia → HCID 20517506, compound

HRID 2198888Notes

Reaction equation

HRID 2198888 reaction equation
[CH2:1]([C:3]([CH2:13][NH:14][CH2:15][CH:16]([OH:18])[CH3:17])([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[CH:6]=1)O)[CH3:2].S(=O)(=O)(O)O.O.N>CCOCC>[CH2:1]([C:3]1([C:5]2[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[CH:6]=2)[O:18][CH:16]([CH3:17])[CH2:15][NH:14][CH2:13]1)[CH3:2]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 962WaterHCID 1118Sulfuric AcidHCID 54355367HCID 54355367, compound

Product 1

HCID 20517506HCID 20517506, compoundYield 21.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

METHOD A The product from Example 15 (1.77 g, 0.007 mole) was treated dropwise at 0° C. with concentrated sulphuric acid (2.3 ml). The resulting green gum was allowed to stand overnight at room temperature and was then treated with 25 ml of crushed ice and after thorough mixing, 50 ml of water. The solution was neutralised with excess ammonia and the solution shaken with ether (2×50 ml). The ether layers were washed, and dried (MgSO4) and evaporated to give 360 mg of the title compound as a 50:50 mixture of diastereoisomers.

Workup

  1. washThe ether layers were washed
  2. dry with materialdried (MgSO4)
  3. customevaporated

Sources & evidence

ORD record
ord-1d1b7dc4e82d406195fa805c8eb7664d
Source dataset
uspto-grants-1982_11
Patent number
US04360519

Reaction notes

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