4-Fluorophenol → HCID 12788500, compound

HRID 1106354Notes

Reaction equation

HRID 1106354 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][C@@H:9]([OH:12])[C@H:8]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:7]1)=[O:5])[CH3:2].[F:19][C:20]1[CH:25]=[CH:24][C:23](O)=[CH:22][CH:21]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>C1C=CC=CC=1>[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][C@H:9]([O:12][C:23]2[CH:24]=[CH:25][C:20]([F:19])=[CH:21][CH:22]=2)[C@H:8]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:7]1)=[O:5])[CH3:2]

Participants

6

Reactant 4

HCID 97324-FluorophenolHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 13039299HCID 13039299, compound

Product 1

HCID 12788500HCID 12788500, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a stirred mixture of 8.73 g of trans-1-ethoxycarbonyl-3-phenyl-4-piperidinol, 4.32 g of 4-fluorophenol, 10.1 g of triphenylphosphine and 350 ml of benzene is added dropwise, at 5° C. under nitrogen, a solution of 6.71 g of diethyl azodicarboxylate in 350 ml of benzene. After the addition is complete, the mixture is stirred overnight at room temperature. The reaction mixture is processed according to the procedure of Example 70 to give product as a gum.

Workup

  1. additionis added dropwise, at 5° C. under nitrogen
  2. additionAfter the addition
  3. customto give product as a gum

Sources & evidence

ORD record
ord-922c7b89269c48bd9166f677fa3445b3
Source dataset
uspto-grants-1982_01
Patent number
US04312876

Reaction notes

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