2-Methoxyethylamine → HCID 131719792, compound

HRID 233819Notes

Reaction equation

HRID 233819 reaction equation
Cl.C[O:3][C:4]([C:6]1([C:30](OC)=[O:31])[O:10][C:9]2[CH:11]=[C:12]3[C:17](=[C:18]([NH:19][CH2:20][CH:21]([C:23]4[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[CH:24]=4)[OH:22])[C:8]=2[O:7]1)[CH2:16][CH2:15][CH2:14][CH2:13]3)=[O:5].[CH3:34][O:35][CH2:36][CH2:37][NH2:38]>C(O)C>[ClH:29].[CH3:34][O:35][CH2:36][CH2:37][N:38]([CH2:4][CH2:6][O:7][CH3:8])[C:30]([C:6]1([C:4]([OH:3])=[O:5])[O:10][C:9]2[CH:11]=[C:12]3[C:17](=[C:18]([NH:19][CH2:20][CH:21]([C:23]4[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[CH:24]=4)[OH:22])[C:8]=2[O:7]1)[CH2:16][CH2:15][CH2:14][CH2:13]3)=[O:31]

Participants

4

Reactant 2

HCID 80182-MethoxyethylamineHCID 86750203HCID 86750203, compound

Product 1

HCID 131719792HCID 131719792, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of product from Example 20 in ethyl alcohol is stirred at room temperature for 20 hours with an excess of methoxyethylamine. The reaction mixture is evaporated in vacuo and combined with a sodium carbonate solution and diethyl ether. The layers are separated and the diethyl ether layer is dried over sodium sulfate and filtered. Gaseous hydrogen chloride is bubbled into the filtered diethyl ether solution and the desired product is collected.

Workup

  1. customThe reaction mixture is evaporated in vacuo
  2. customThe layers are separated
  3. dry with materialthe diethyl ether layer is dried over sodium sulfate
  4. filtrationfiltered
  5. customGaseous hydrogen chloride is bubbled into the filtered diethyl ether solution
  6. customthe desired product is collected

Sources & evidence

ORD record
ord-29726a74e17e48d5a7f010d9cd0a5ccb
Source dataset
uspto-grants-1997_01
Patent number
US05594027

Reaction notes

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