Hydrochloric Acid → Benzyl morpholine-2-carboxylate

HRID 42240Notes

Reaction equation

HRID 42240 reaction equation
[N:1]1(C(OC(C)(C)C)=O)[CH2:6][CH2:5][O:4][CH:3]([C:7]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:8])[CH2:2]1.Cl>O1CCOCC1>[NH:1]1[CH2:6][CH2:5][O:4][CH:3]([C:7]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:8])[CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 583678282-Benzyl 4-(tert-butyl) morpholine-2,4-dicarboxylate

Product 1

HCID 58367827Benzyl morpholine-2-carboxylateYield 110.9%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

4-(1,1-Dimethylethyl) 2-(phenylmethyl) 2,4-morpholinedicarboxylate (1.19 g, 3.70 mmol) was dissolved in 1,4-dioxane (2 ml). Hydrogen chloride (4M) in 1,4-dioxane (20 ml, 80 mmol) was added and the mixture was stirred at room temperature under nitrogen for 4 hr. The solvent was removed in vacuo to give a white solid. The solid was dried in a vacuum oven overnight to give the title compound (908 mg) as a white solid.

Workup

  1. customThe solvent was removed in vacuo
  2. customto give a white solid
  3. customThe solid was dried in a vacuum oven overnight

Sources & evidence

ORD record
ord-e36aad93dc1e4d7aaeb7cfc0a03bd020
Source dataset
uspto-grants-2013_09
Patent number
US08536169B2

Reaction notes

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