2-Fluorophenol → HCID 70533094, compound

HRID 1106357Notes

Reaction equation

HRID 1106357 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].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[F:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=1O.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:40]2[CH:41]=[CH:42][CH:43]=[CH:44][C:39]=2[F:38])[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 97072-FluorophenolHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 13039299HCID 13039299, compound

Product 1

HCID 70533094HCID 70533094, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a stirred mixture of 6.23 g of trans-1-ethoxycarbonyl-3-phenyl-4-piperidinol, 7.21 g of triphenylphosphine, 3.08 g of 2-fluorophenol and 250 ml of benzene is added dropwise, at 4° C. under nitrogen, a solution of 4.79 g of diethyl azodicarboxylate in 250 ml of benzene. After the addition is complete, the mixture is stirred at room temperature overnight and is processed according to the procedure of Example 75 to give product as a gum.

Workup

  1. additionis added dropwise, at 4° C. under nitrogen
  2. additionAfter the addition
  3. customto give product as a gum

Sources & evidence

ORD record
ord-36198d144b1a4f918eec9a9c11eb3e0c
Source dataset
uspto-grants-1982_01
Patent number
US04312876

Reaction notes

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