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Lithium Bromide → HCID 86715161, compound

HRID 2200840
Notes
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Reaction equation

HRID 2200840 reaction equation
[N:1]1([C:7]([O:9][CH2:10]Cl)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Br-:12].[Li+]>C(#N)C>[N:1]1([C:7]([O:9][CH2:10][Br:12])=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 82050Lithium BromideHCID 23371992Chloromethyl 4-morpholinecarboxylate

Product 1

HCID 86715161HCID 86715161, compoundYield 80.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
90 °C

Procedure

Chloromethyl morpholine-4-carboxylate [6316] (0.3 g, 1.67 mmol, 1.0 eq) and lithium bromide (0.72 g, 8.3 mmol, 5.0 eq) was taken in acetonitrile (10 ml). The reaction was refluxed at 90° C. for 30 h. Reaction progress was monitored by TLC/1H NMR. The reaction was filtered off and filtrate was evaporated to dryness under reduced pressure to yield light brown gel, bromomethyl morpholine-4-carboxylate [6327](0.30 g, 80%)

Workup

  1. customReaction progress
  2. filtrationThe reaction was filtered off
  3. customfiltrate was evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-fb25a01e9294454ba56cec7b8fcabcfc
Source dataset
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09359376B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes