Hydrochloric Acid → HCID 20029226, compound

HRID 1722519Notes

Reaction equation

HRID 1722519 reaction equation
Cl.[Cl:2][C:3]1[CH:18]=[CH:17][CH:16]=[CH:15][C:4]=1[CH2:5][NH:6][O:7][CH2:8][C:9]([CH3:14])([CH3:13])[C:10]([OH:12])=[O:11].[CH2:19](O)[CH3:20]>>[ClH:2].[Cl:2][C:3]1[CH:18]=[CH:17][CH:16]=[CH:15][C:4]=1[CH2:5][NH:6][O:7][CH2:8][C:9]([CH3:14])([CH3:13])[C:10]([O:12][CH2:19][CH3:20])=[O:11]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14650290HCID 14650290, compound

Product 1

HCID 20029226HCID 20029226, compound

Procedure

Dry hydrogen chloride gas was passed through a stirred solution of 2-(2-chlorobenzylaminooxymethyl)-2-methylpropanoic acid (2.0 grams; 0.01 mole) in absolute ethanol (100 mL) at ambient temperature for two minutes. The reaction mixture was stirred overnight under a nitrogen atmosphere. The reaction mixture was concentrated under reduced pressure. The residue was purified by passing it through a silica gel column, eluting first with methylene chloride (200 mL) and then with 95:5 methylene chloride:methanol. Appropriate fractions were combined and then concentrated under reduced pressure to afford 0.45 grams of ethyl 2-(2-chlorobenzylaminooxymethyl)-2-methylpropanoate hydrochloride as a colorless gum.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customThe residue was purified
  3. washeluting first with methylene chloride (200 mL)
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-33fc1e2fc9614de28bf1e2653818c3ef
Source dataset
uspto-grants-1989_08
Patent number
US04855480

Reaction notes

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