Triphenylphosphine → HCID 20306038, compound

HRID 1732342Notes

Reaction equation

HRID 1732342 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([O:10][CH2:11][CH2:12][OH:13])[CH2:6][CH2:5]1)(=[O:3])[CH3:2].O[C:15]1[CH:23]=[CH:22][C:18]([C:19]([NH2:21])=[O:20])=[CH:17][CH:16]=1.N(C(OCC)=O)=NC(OCC)=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[C:1]([N:4]1[CH2:5][CH2:6][CH:7]([O:10][CH2:11][CH2:12][O:13][C:15]2[CH:23]=[CH:22][C:18]([C:19]([NH2:21])=[O:20])=[CH:17][CH:16]=2)[CH2:8][CH2:9]1)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 650524-HydroxybenzamideHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 14022405HCID 14022405, compound

Product 1

HCID 20306038HCID 20306038, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-Acetyl-4-(2-hydroxyethoxy)piperidine (1.0 g.), 4-hydroxybenzamide (0.82 g.), diethyl azodicarboxylate (1.12 g.) and triphenylphosphine (1.68 g.) in tetrahydrofuran (30 ml.) were stirred at room temperature for 66 hours. The precipitated solid was collected and dried to give 4-[2-(N-acetyl-4-piperidyloxy)ethoxy]benzamide (0.72 g.), m.p. 154°-155° C.

Workup

  1. customThe precipitated solid was collected
  2. customdried

Sources & evidence

ORD record
ord-a17fef1402c44cc6ae6ebae89c2f7c9f
Source dataset
uspto-grants-1980_12
Patent number
US04237138

Reaction notes

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