Ether hydrochloride → HCID 86718836, compound

HRID 1024334Notes

Reaction equation

HRID 1024334 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:15])[CH2:9][CH2:10][Si:11]([CH3:14])([CH3:13])[CH3:12].[ClH:16].C(OCC)C>C(OCC)C>[ClH:16].[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:15])[CH2:9][CH2:10][Si:11]([CH3:14])([CH3:13])[CH3:12]

Participants

4

Reactant 2

HCID 10953452Ether hydrochlorideHCID 86718835HCID 86718835, compound

Product 1

HCID 86718836HCID 86718836, compoundYield 62.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To the solution of crude (3) (220 gram, 92.2% HPLC purity) in ethyl ether (450 milliliter), was added saturated hydrochloric acid/ethyl ether solution dropwise at room temperature over 30 minutes. The precipitated solid was filtered, the filter cake was washed with mixed solvent (ethyl ether: n-hexane 1:1 v/v; 400 mL), and dried under high vacuum for 2 hours at room temperature to give the desired product (14) (160 g; yield: 62.4%) as a light tan solid. HPLC purity: 98%; LC-MS: m/z 222 (MH+);

Workup

  1. filtrationThe precipitated solid was filtered
  2. washthe filter cake was washed with mixed solvent (ethyl ether: n-hexane 1:1 v/v; 400 mL)
  3. customdried under high vacuum for 2 hours at room temperature

Sources & evidence

ORD record
ord-e1d8518c6f724ff6b82123c7c3da9c19
Source dataset
uspto-grants-2014_05
Patent number
US08722886B1

Reaction notes

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