Phenol → HCID 18931753, compound

Reaction equation

[OH:1][CH:2]([CH2:9][CH3:10])[CH2:3][O:4][N:5]=C(C)C.OCC(ON=C(C)C)CC.[C:21]1(O)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[O:1]([CH:2]([CH2:9][CH3:10])[CH2:3][O:4][NH2:5])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

Reactant 3

HCID 996Phenol

HCID 2705602-[(propan-2-ylideneamino)oxy]butan-1-ol

HCID 18931757HCID 18931757, compound

Product 1

HCID 18931753HCID 18931753, compoundYield 50%

Procedure

The starting material was a mixture of 2-propanone O-(2-hydroxybutyl)oxime and 2-propanone O-(2-hydroxy-1-ethylethyl)oxime in the ratio 96.7:3.3. Phenol was used in place of 4-chlorophenol, otherwise the procedure was as in Example 1. This resulted in O-(2-phenoxybutyl)hydroxylamine (yield: 50%) and O-(2-phenoxy-1-ethylethyl)hydroxylamine in the ratio 99.8:0.2.

Sources & evidence

ORD record: ord-450045f8b716414ba2b6f7c896ccecad
Source dataset: uspto-grants-1998_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05739402

Reaction notes

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