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Oxalic Acid → 1-(3-Chloropropyl)-3-(trityloxy)azetidine oxalate

HRID 2377186
Notes
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Reaction equation

HRID 2377186 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[Cl:7][CH2:8][CH2:9][CH2:10][N:11]1[CH2:14][CH:13]([O:15][C:16]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:12]1>C(OCC)(=O)C>[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[Cl:7][CH2:8][CH2:9][CH2:10][N:11]1[CH2:12][CH:13]([O:15][C:16]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:14]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 219900971-(3-Chloropropyl)-3-(trityloxy)azetidine

Product 1

HCID 219900961-(3-Chloropropyl)-3-(trityloxy)azetidine oxalate

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

In 10 mL of ethyl acetate was dissolved 1-(3-chloropropyl)-3-(trityloxy)azetidine, and to the resulting solution was added 0.15 g of oxalic acid, after which the resulting mixture was stirred at room temperature. The crystals precipitated were collected by filtration to obtain 0.39 g of 1-(3-chloropropyl)-3-(trityloxy)azetidine oxalate.

Workup

  1. customThe crystals precipitated
  2. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-f2632e657b99468e8655f69595147873
Source dataset
uspto-grants-2008_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07468443B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes