Hydrochloric Acid → Ethyl 2-(2-aminoethoxy)acetate hydrochloride

HRID 1777963Notes

Reaction equation

HRID 1777963 reaction equation
[ClH:1].O1CCO[CH2:4][CH2:3]1.[NH2:8][CH2:9][CH2:10][O:11][CH2:12][C:13]([OH:15])=[O:14].C(O)C>>[ClH:1].[NH2:8][CH2:9][CH2:10][O:11][CH2:12][C:13]([O:15][CH2:3][CH3:4])=[O:14]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 312751,4-DioxaneHCID 111709562-(2-aminoethoxy)acetic Acid

Product 1

HCID 101043336Ethyl 2-(2-aminoethoxy)acetate hydrochloride

Procedure

A solution of hydrogen chloride in 1,4-dioxane (4M, 32.7 ml, 131 mmol) was added to a solution of 2-(2-aminoethoxyl)acetic acid (1.56 g, 13.10 mmol) in ethanol (38.2 ml, 655 mmol) and heated for 2 h at a gentle reflux. The reaction mixture was evaporated to give the title compound. 1H NMR (400 MHz, DMSO-d6) δ 8.28 (s, br, 3H), 4.18 (s, 2H), 4.17-4.08 (m, 2H), 3.75-3.68 (m, 2H), 2.99-2.90 (m, 2H), 1.20 (t, 3H).

Workup

  1. temperatureheated for 2 h at a gentle reflux
  2. customThe reaction mixture was evaporated

Sources & evidence

ORD record
ord-d7a14818ba274707bab7bd8f8e3ee530
Source dataset
uspto-grants-2016_02
Patent number
US09266883B2

Reaction notes

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