4-Bromophenol → HCID 70531710, compound

HRID 851064Notes

Reaction equation

HRID 851064 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.[Br:38][C:39]1[CH:44]=[CH:43][C:42](O)=[CH:41][CH:40]=1.N(C(OCC)=O)=NC(OCC)=O>C1C=CC=CC=1>[Br:38][C:39]1[CH:44]=[CH:43][C:42]([O:12][C@H:9]2[CH2:10][CH2:11][N:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])[CH2:7][C@H:8]2[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[CH:41][CH:40]=1

Participants

6

Reactant 4

HCID 78084-BromophenolHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 13039299HCID 13039299, compound

Product 1

HCID 70531710HCID 70531710, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a stirred solution of 6.26 g of trans-1-ethoxycarbonyl-3-phenyl-4-piperidinol, 7.21 g of triphenylphosphine, 4.76 g of 4-bromophenol and 250 ml of benzene is added dropwise, at 5° C. under nitrogen, a solution of 4.79 g of diethyl azocarboxylate in 250 ml of benzene. After the addition is complete, the mixture is stirred at room temperature overnight. The reaction mixture is processed according to the procedure of Example 75 to give product as a gum.

Workup

  1. additionAfter the addition
  2. customto give product as a gum

Sources & evidence

ORD record
ord-b048820bfa974806ac8da41578010a07
Source dataset
uspto-grants-1983_05
Patent number
US04382141

Reaction notes

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