Ethylparaben → HCID 53718815, compound

HRID 1377672Notes

Reaction equation

HRID 1377672 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([CH2:14][OH:15])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O[C:17]1[CH:27]=[CH:26][C:20]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:19][CH:18]=1.CCOC(/N=N/C(OCC)=O)=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>>[CH2:24]([O:23][C:21](=[O:22])[C:20]1[CH:26]=[CH:27][C:17]([O:15][CH2:14][CH:10]2[CH2:11][CH2:12][CH2:13][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:9]2)=[CH:18][CH:19]=1)[CH3:25]

Participants

4

Reactant 3

HCID 8434EthylparabenHCID 2763851tert-Butyl 3-(hydroxymethyl)piperidine-1-carboxylateHCID 178473588HCID 178473588, compound

Product 1

HCID 53718815HCID 53718815, compound

Procedure

N-t-Butyloxycarbonyl-3-piperidinylmethanol was etherified with ethyl 4-hydroxybenzoate using the DEAD/triphenylphosphine procedure given in Step 1 of Example 25. The crude product was purified by pressurized silica gel column chromatography using a gradient elution of 10-25% EtOAc-hexanes. 4-(N-t-Butyloxycarbonyl-3-piperidinylmethoxy)benzoic acid ethyl ester was obtained as an oil (58% yield).

Workup

  1. customThe crude product was purified by pressurized silica gel column chromatography
  2. washa gradient elution of 10-25% EtOAc-hexanes

Sources & evidence

ORD record
ord-c372e212bf75426b9c70a48b84b4864a
Source dataset
uspto-grants-1997_09
Patent number
US05665719

Reaction notes

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