1-(4-chloro-2-hydroxyphenyl)-4-fluoro-3-(fluoromethyl)-3-hydroxybutan-1-one

Base Information

Chemical Name:1-(4-chloro-2-hydroxyphenyl)-4-fluoro-3-(fluoromethyl)-3-hydroxybutan-1-one
CAS No.:1537171-67-7
Molecular Formula:C₁₁H₁₁ClF₂O₃
Molecular Weight:264.656
Hs Code.:

Synonyms:1-(4-chloro-2-hydroxyphenyl)-4-fluoro-3-(fluoromethyl)-3-hydroxybutan-1-one

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Chemical Property of 1-(4-chloro-2-hydroxyphenyl)-4-fluoro-3-(fluoromethyl)-3-hydroxybutan-1-one

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Technology Process of 1-(4-chloro-2-hydroxyphenyl)-4-fluoro-3-(fluoromethyl)-3-hydroxybutan-1-one

There total 1 articles about 1-(4-chloro-2-hydroxyphenyl)-4-fluoro-3-(fluoromethyl)-3-hydroxybutan-1-one 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: 84.0%

: 453-14-5
1,3-difluoro-propan-2-one

: 6921-66-0
4-chloro-2-hydroxy acetophenone

: 1537171-67-7
1-(4-chloro-2-hydroxyphenyl)-4-fluoro-3-(fluoromethyl)-3-hydroxybutan-1-one

Guidance literature:: 4-chloro-2-hydroxy acetophenone; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -50 - 0 ℃; for 0.666667h; Large scale;

1,3-difluoro-propan-2-one; In tetrahydrofuran; at -50 ℃; for 0.75h; Temperature; Large scale;
DOI:10.1021/op400184f

Reference yield:

: 1537171-67-7
1-(4-chloro-2-hydroxyphenyl)-4-fluoro-3-(fluoromethyl)-3-hydroxybutan-1-one

: 1537171-73-5
(R)-7-chloro-2,2-bis(fluoromethyl)-chroman-4-amine (S)-5-oxopyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine; trifluoroacetic anhydride / ethanol / 2.2 h / 0 - 5 °C / Large scale

1.2: 8.25 h / 0 - 50 °C / Large scale

2.1: titanium(IV) tetraethanolate / 2-methyltetrahydrofuran / 20 h / 80 °C / Large scale

3.1: sodium tetrahydroborate / tetrahydrofuran; 2-methyltetrahydrofuran / 19 h / -10 °C / Large scale

4.1: acetyl chloride / methanol; tert-butyl methyl ether / 7 h / 20 °C / Large scale

5.1: sodium hydroxide / water; tert-butyl methyl ether / 20 °C / Large scale

5.2: 4 h / Large scale

With pyridine; titanium(IV) tetraethanolate; sodium tetrahydroborate; acetyl chloride; trifluoroacetic anhydride; sodium hydroxide; In tetrahydrofuran; 2-methyltetrahydrofuran; methanol; ethanol; tert-butyl methyl ether; water;
DOI:10.1021/op400184f

Reference yield:

: 1537171-67-7
1-(4-chloro-2-hydroxyphenyl)-4-fluoro-3-(fluoromethyl)-3-hydroxybutan-1-one

: 1221443-94-2
(R)-1-(7-chloro-2,2-bis(fluoromethyl)-chroman-4-yl)-3-(3-methylisoquinolin-5-yl)urea

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine; trifluoroacetic anhydride / ethanol / 2.2 h / 0 - 5 °C / Large scale

1.2: 8.25 h / 0 - 50 °C / Large scale

2.1: (R)-α,α-diphenylprolinol; borane N,N-diethylaniline complex / tert-butyl methyl ether / 45 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; diphenyl phosphoryl azide / tetrahydrofuran / 20 °C

4.1: hydrogen / methanol / 25 °C

5.1: pyridine; N-ethyl-N,N-diisopropylamine / dichloromethane / 35 °C

With pyridine; borane N,N-diethylaniline complex; diphenyl phosphoryl azide; hydrogen; (R)-α,α-diphenylprolinol; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; In tetrahydrofuran; methanol; ethanol; dichloromethane; tert-butyl methyl ether; 2.1: |Corey-Bakshi-Shibata Reduction;
DOI:10.1021/op400184f