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Ethyl vinyl ether → HCID 86755095, compound

HRID 376355
Notes
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Reaction equation

HRID 376355 reaction equation
[CH3:1][C:2]1([C@@H:5]([C:7]2[CH:12]=[CH:11][C:10]([S:13]([CH3:16])(=[O:15])=[O:14])=[CH:9][CH:8]=2)[OH:6])[CH2:4][O:3]1.[CH2:17]([O:19][CH:20]=[CH2:21])[CH3:18].C12(CS(O)(=O)=O)C(C)(C)C(CC1)CC2=O.CCN(CC)CC>C(Cl)Cl>[CH2:17]([O:19][CH:20]([O:6][CH:5]([C@@:2]1([CH3:1])[CH2:4][O:3]1)[C:7]1[CH:8]=[CH:9][C:10]([S:13]([CH3:16])(=[O:15])=[O:14])=[CH:11][CH:12]=1)[CH3:21])[CH3:18]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 8023Ethyl vinyl etherHCID 8471TriethylamineHCID 18462Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 86755096(R)-(2-Methyloxiran-2-yl)-(4-methanesulfonylphenyl)methanol

Product 1

HCID 86755095HCID 86755095, compound

Reagents, catalysts & solvents 1

HCID 6344
Dichloromethane
Solvent

Procedure

To a solution of the product from Step 4 (7.2 g) and ethylvinyl ether (50 mL) in 200 mL of CH2Cl2 cooled to 0° C. was added 50 mg of camphorsulfonic acid. The reaction mixture was stirred at r.t. for 20 min. and then treated with 1 mL of Et3N, concentrated to give the crude title compound (9 g).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-b9ee876b0e1b4a33920f2d8d8da8c581
Source dataset
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06020343

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes