ethyl 2-(hydroxyimino)-2-(p-tolyl)acetate

Base Information

• Chemical Name: ethyl 2-(hydroxyimino)-2-(p-tolyl)acetate
• CAS No.: 144205-47-0
• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.229
• Mol file: 144205-47-0.mol

Synonyms:ethyl 2-(hydroxyimino)-2-(p-tolyl)acetate

Chemical Property of ethyl 2-(hydroxyimino)-2-(p-tolyl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-(hydroxyimino)-2-(p-tolyl)acetate

There total 3 articles about ethyl 2-(hydroxyimino)-2-(p-tolyl)acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

ethyl 2-p-tolyl-2-oxoacetate (5524-56-1) → ethyl 2-(hydroxyimino)-2-(p-tolyl)acetate (144205-47-0)

Guidance literature:

With hydroxylamine hydrochloride; In ethanol; for 8h; Reflux;

DOI:10.1021/jf500461a DOI:10.1021/jf500461a

Reference yield: 11.0%

tert.-butylnitrite (540-80-7) + (Cr(CO)3)CH3(C6H4)CH2CO2CH2CH3 (144210-23-1) → ethyl 2-(hydroxyimino)-2-(p-tolyl)acetate (144205-47-0) + (Cr(CO)3)CH3(C6H4)C(NOH)CO2CH2CH3

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; (N2) or (Ar); addn. of tert-BuONO to soln. of Cr-complex at room temp. under stirring; addn. of tert-BuOK; further addn. of tert-BuONO after 30 min; hydrolysis with ice; extn. with ether; washing (H2O); drying (MgSO4); evapn. of solvent; chromy. (silica gel, ether/petroleum ether or ether/pentane);

DOI:10.1016/0022-328X(92)80152-N

Reference yield:

toluene (108-88-3,15644-74-3,16713-13-6) → ethyl 2-(hydroxyimino)-2-(p-tolyl)acetate (144205-47-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminum (III) chloride / dichloromethane / 7 h / -10 - 20 °C

2: hydroxylamine hydrochloride / ethanol / 8 h / Reflux

With aluminum (III) chloride; hydroxylamine hydrochloride; In ethanol; dichloromethane; 1: |Friedel-Crafts Acylation;

DOI:10.1021/jf500461a

upstream raw materials:

tert.-butylnitrite

(Cr(CO)3)CH₃(C₆H₄)CH₂CO₂CH₂CH₃

toluene

ethyl 2-p-tolyl-2-oxoacetate

Downstream raw materials:

(S)-2-amino-2-(p-tolyl)acetic acid

4-(trifluoromethyl)benzaldehyde O-(4-(2-(2,6-difluorophenyl)-4,5-dihydrooxazol-4-yl)benzyl) oxime

3-(trifluoromethyl)benzaldehyde O-(4-(2-(2,6-difluorophenyl)-4,5-dihydrooxazol-4-yl)benzyl) oxime

2-(trifluoromethyl)benzaldehyde O-(4-(2-(2,6-difluorophenyl)-4,5-dihydrooxazol-4-yl)benzyl) oxime