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Dicyclohexylcarbodiimide → 2-Dimethylaminopyridine

HRID 235206
Notes
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Reaction equation

HRID 235206 reaction equation
[CH3:1][C@H]1OC(=O)C2C(O)=CC(O)=C(Cl)C=2CC(=O)C=CC=C[C@H]2O[C@H]2C1.CC1CCCC(C)(C)C=1/C=C/C(/C)=C\C=C\C(\C)=C\C(O)=O.[CH:48]1([N:54]=[C:55]=[N:56][CH:57]2[CH2:62][CH2:61][CH2:60]CC2)CCCCC1>O1CCCC1>[CH3:1][N:54]([C:55]1[CH:60]=[CH:61][CH:62]=[CH:57][N:56]=1)[CH3:48]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 4491719-Cis-Retinoic AcidHCID 11268547CID 11268547

Product 1

HCID 218852-Dimethylaminopyridine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following a procedure similar to that described in Example 12, but using 277 mg of radicicol, 665 mg of trans-vitamin A acid (trans-retinoic acid), 10 ml of dry tetrahydrofuran, 470 mg of dicyclohexylcarbodiimide and a catalytic amount of dimethylaminopyridine, 388 mg of the title compound were obtained.

Sources & evidence

ORD record
ord-83b88718f6f341f290144e838a970997
Source dataset
uspto-grants-1997_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05597846

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes