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16-Hydroxyhexadecanoic acid → 2-Dimethylaminopyridine

HRID 235222
Notes
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Reaction equation

HRID 235222 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.OCCCCCCCCCCCCCCCC(O)=O.[CH:45]1([N:51]=[C:52]=[N:53][CH:54]2[CH2:59][CH2:58][CH2:57]CC2)CCCCC1>O1CCCC1>[CH3:1][N:51]([C:52]1[CH:57]=[CH:58][CH:59]=[CH:54][N:53]=1)[CH3:45]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 1046616-Hydroxyhexadecanoic acidHCID 10868DicyclohexylcarbodiimideHCID 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 365 mg of radicicol, 681 mg of 16-hydroxyhexadecanoic acid, 20 ml of dry tetrahydrofuran, 516 mg of dicyclohexylcarbodiimide and a catalytic amount of dimethylaminopyridine, 661 mg of the title compound were obtained as crystals melting at 85°-86° C.

Sources & evidence

ORD record
ord-6cdffb01c49c461caf7871ae4b574e83
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