Water → Methyl 2-[4-(aminomethyl)phenoxy]-2-(2-chlorophenyl)acetate

HRID 257845Notes

Reaction equation

HRID 257845 reaction equation
[N:1]([CH2:4][C:5]1[CH:23]=[CH:22][C:8]([O:9][CH:10]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[Cl:21])[C:11]([O:13][CH3:14])=[O:12])=[CH:7][CH:6]=1)=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O>O1CCCC1>[NH2:1][CH2:4][C:5]1[CH:6]=[CH:7][C:8]([O:9][CH:10]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[Cl:21])[C:11]([O:13][CH3:14])=[O:12])=[CH:22][CH:23]=1

Participants

5

Reactant 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 19781831HCID 19781831, compound

Product 1

HCID 19781920Methyl 2-[4-(aminomethyl)phenoxy]-2-(2-chlorophenyl)acetate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of the product of Step E in dry tetrahydrofuran is treated protionwise with triphenylphosphine (1 equivalent). The solution is stirred under N2 at ambient temperature. After about 2 hours, when gas evolution has ceased, H2O (1 equivalent) is added, and the solution is concentrated in vacuo, and the residue is chromatographed on silica gel to give the title compound.

Workup

  1. concentrationthe solution is concentrated in vacuo
  2. customthe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-97fa05373712477db9538988520d44fc
Source dataset
uspto-grants-1993_11
Patent number
US05264439

Reaction notes

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