2-Chlorophenol → HCID 70530998, compound

HRID 1106356Notes

Reaction equation

HRID 1106356 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.[Cl: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>[Cl:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=1[O:12][C@H:9]1[CH2:10][CH2:11][N:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])[CH2:7][C@H:8]1[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

6

Reactant 4

HCID 72452-ChlorophenolHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 13039299HCID 13039299, compound

Product 1

HCID 70530998HCID 70530998, 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, 2.85 g of 2-chlorophenol and 250 ml of benzene is added dropwise at 5° 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 overnight at room temperature. The reaction mixture is processed according to the procedure of Example 75 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-6e73015da21b4b169a01310b0d95eb56
Source dataset
uspto-grants-1982_01
Patent number
US04312876

Reaction notes

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