N-(3-bromo-phenyl)-N-(3,4-dihydroxy-8-methoxy-2,2-dimethyl-chroman-7-ylmethyl)-benzamide

Base Information

Chemical Name:N-(3-bromo-phenyl)-N-(3,4-dihydroxy-8-methoxy-2,2-dimethyl-chroman-7-ylmethyl)-benzamide
CAS No.:1055899-52-9
Molecular Formula:C₂₆H₂₆BrNO₅
Molecular Weight:512.4
Hs Code.:

<i>N</i>-(3-bromo-phenyl)-<i>N</i>-(3,4-dihydroxy-8-methoxy-2,2-dimethyl-chroman-7-ylmethyl)-benzamide

Synonyms:N-(3-bromo-phenyl)-N-(3,4-dihydroxy-8-methoxy-2,2-dimethyl-chroman-7-ylmethyl)-benzamide

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Chemical Property of N-(3-bromo-phenyl)-N-(3,4-dihydroxy-8-methoxy-2,2-dimethyl-chroman-7-ylmethyl)-benzamide

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Technology Process of N-(3-bromo-phenyl)-N-(3,4-dihydroxy-8-methoxy-2,2-dimethyl-chroman-7-ylmethyl)-benzamide

There total 8 articles about N-(3-bromo-phenyl)-N-(3,4-dihydroxy-8-methoxy-2,2-dimethyl-chroman-7-ylmethyl)-benzamide 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: 95.0%

: N-(3-bromo-phenyl)-N-(4-methoxy-2,2-dimethyl-1a,7b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalen-5-ylmethyl)-benzamide

: 1055899-52-9
N-(3-bromo-phenyl)-N-(3,4-dihydroxy-8-methoxy-2,2-dimethyl-chroman-7-ylmethyl)-benzamide

Guidance literature:: With water; amberlyst-15; In tetrahydrofuran; at 25 ℃; for 24h;
DOI:10.1039/b300525a

Reference yield:

: 24677-78-9
2,3-dihydroxybenzaldehyde

: 1055899-52-9
N-(3-bromo-phenyl)-N-(3,4-dihydroxy-8-methoxy-2,2-dimethyl-chroman-7-ylmethyl)-benzamide

Guidance literature:: Multi-step reaction with 8 steps

1: NaH

2: 75 percent / DBU; trifluoroacetic anhydride; CuCl₂ / acetonitrile / 12 h / 0 - 25 °C

3: 90 percent / N,N-diethylaniline / 0.5 h / 190 °C

4: tetrahydrofuran / 4 h / 70 °C

5: NaCNBH₃ / methanol / 4 h / 70 °C

6: 95 percent / Et₃N; 4-DMAP / CH₂Cl₂ / 24 h / 25 °C

7: 100 percent / dimethyldioxirane / acetone / 1 h / 0 °C

8: 95 percent / H₂O / amberlyst-15 / tetrahydrofuran / 24 h / 25 °C

With dmap; water; 3,3-dimethyldioxirane; sodium hydride; sodium cyanoborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N,N-diethylaniline; trifluoroacetic anhydride; copper dichloride; amberlyst-15; In tetrahydrofuran; methanol; dichloromethane; acetone; acetonitrile;
DOI:10.1039/b300525a

Reference yield:

: 66495-88-3
3-hydroxy-2-methoxybenzaldehyde

: 1055899-52-9
N-(3-bromo-phenyl)-N-(3,4-dihydroxy-8-methoxy-2,2-dimethyl-chroman-7-ylmethyl)-benzamide

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / DBU; trifluoroacetic anhydride; CuCl₂ / acetonitrile / 12 h / 0 - 25 °C

2: 90 percent / N,N-diethylaniline / 0.5 h / 190 °C

3: tetrahydrofuran / 4 h / 70 °C

4: NaCNBH₃ / methanol / 4 h / 70 °C

5: 95 percent / Et₃N; 4-DMAP / CH₂Cl₂ / 24 h / 25 °C

6: 100 percent / dimethyldioxirane / acetone / 1 h / 0 °C

7: 95 percent / H₂O / amberlyst-15 / tetrahydrofuran / 24 h / 25 °C

With dmap; water; 3,3-dimethyldioxirane; sodium cyanoborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N,N-diethylaniline; trifluoroacetic anhydride; copper dichloride; amberlyst-15; In tetrahydrofuran; methanol; dichloromethane; acetone; acetonitrile;
DOI:10.1039/b300525a