C₁₄H₁₉ON

Base Information

Chemical Name:C₁₄H₁₉ON
CAS No.:220503-22-0
Molecular Formula:C₁₄H₁₉NO
Molecular Weight:217.311
Hs Code.:

Synonyms:C₁₄H₁₉ON

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Chemical Property of C₁₄H₁₉ON

Chemical Property:

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Technology Process of C₁₄H₁₉ON

There total 10 articles about C₁₄H₁₉ON 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:

: 951240-63-4
C₉H₁₆NO₃SBr

: 220503-22-0
C₁₄H₁₉ON

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2.5 h / 0 - 20 °C

2: CuBr*SMe₂ / tetrahydrofuran; diethyl ether / -40 - -35 °C

3: sodium carbonate / Pd(Ph₃P)4 / ethanol; toluene; H₂O / 0.75 h / 80 °C

4: anisole; triflic acid / CH₂Cl₂ / 0.5 h / 0 °C

5: sodium cyanoborohydride / acetonitrile; H₂O / 0.5 h

With dmap; copper(I) bromide dimethylsulfide complex; trifluorormethanesulfonic acid; sodium cyanoborohydride; sodium carbonate; methoxybenzene; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile; 2: Grignard reaction / 3: Suzuki coupling;
DOI:10.1021/ol0713988

Reference yield:

: 951240-64-5
C₁₃H₂₅NO₆SBrP

: 220503-22-0
C₁₄H₁₉ON

Guidance literature:: Multi-step reaction with 4 steps

1: CuBr*SMe₂ / tetrahydrofuran; diethyl ether / -40 - -35 °C

2: sodium carbonate / Pd(Ph₃P)4 / ethanol; toluene; H₂O / 0.75 h / 80 °C

3: anisole; triflic acid / CH₂Cl₂ / 0.5 h / 0 °C

4: sodium cyanoborohydride / acetonitrile; H₂O / 0.5 h

With copper(I) bromide dimethylsulfide complex; trifluorormethanesulfonic acid; sodium cyanoborohydride; sodium carbonate; methoxybenzene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile; 1: Grignard reaction / 2: Suzuki coupling;
DOI:10.1021/ol0713988

Reference yield:

: C₉H₁₅NO₄S

: 220503-22-0
C₁₄H₁₉ON

Guidance literature:: Multi-step reaction with 9 steps

1: 1.68 g / triethylsilane; BF₃*OEt₂ / CH₂Cl₂ / 3 h / 0 °C

2: bromine / CH₂Cl₂ / 0.5 h / 0 °C

3: 0.73 g / triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

4: (R)-1-Me-3,3-Ph-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; borane-N,N-diethylaniline complex / tetrahydrofuran / 16 h / 0 - 20 °C

5: triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2.5 h / 0 - 20 °C

6: CuBr*SMe₂ / tetrahydrofuran; diethyl ether / -40 - -35 °C

7: sodium carbonate / Pd(Ph₃P)4 / ethanol; toluene; H₂O / 0.75 h / 80 °C

8: anisole; triflic acid / CH₂Cl₂ / 0.5 h / 0 °C

9: sodium cyanoborohydride / acetonitrile; H₂O / 0.5 h

With triethylsilane; dmap; borane N,N-diethylaniline complex; copper(I) bromide dimethylsulfide complex; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; bromine; sodium cyanoborohydride; sodium carbonate; methoxybenzene; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile; 6: Grignard reaction / 7: Suzuki coupling;
DOI:10.1021/ol0713988