8-methyl-6-benzoyl-9,10-dehydroergoline

Base Information

Chemical Name:8-methyl-6-benzoyl-9,10-dehydroergoline
CAS No.:82359-59-9
Molecular Formula:C₂₂H₂₀N₂O
Molecular Weight:328.414
Hs Code.:

Synonyms:8-methyl-6-benzoyl-9,10-dehydroergoline

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Chemical Property of 8-methyl-6-benzoyl-9,10-dehydroergoline

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Technology Process of 8-methyl-6-benzoyl-9,10-dehydroergoline

There total 7 articles about 8-methyl-6-benzoyl-9,10-dehydroergoline 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: 92.0%

: 82359-60-2
4,7-dibenzoyl-9-methyl-4,5,5a,6a,6,7,8,9-octahydroindolo<4,3-fg>quinoline

: 82359-59-9
8-methyl-6-benzoyl-9,10-dehydroergoline

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; water;
DOI:10.1016/S0040-4039(00)86808-2

Reference yield:

: 74606-93-2
1-benzoyl-4-benzamido-1,2,2a,3,4,5-hexahydro-5-hydroxy-α-methylenebenzindole-5-propionic acid, γ-lactone

: 82359-59-9
8-methyl-6-benzoyl-9,10-dehydroergoline

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) sodium borohydride; 2.) benzoyl chloride, pyridine / 1.) methanol, r.t., 2 h; 2.) methanol, 0 deg C

2: 30 percent / triethylamine / tetrahydrofuran / -10 deg C, 30 min, r.t., 1 h

3: 88 percent / NaH / dimethylformamide / 0.67 h / 0 °C

4: 92 percent / t-BuOK / tetrahydrofuran; H₂O / 1 h / Ambient temperature

With pyridine; sodium tetrahydroborate; potassium tert-butylate; sodium hydride; benzoyl chloride; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00318a044

Reference yield:

: 74644-93-2
1-benzoyl-4-benzamido-5-oxo-1,2,2a,3,4,5-hexahydrobenzindole

: 82359-59-9
8-methyl-6-benzoyl-9,10-dehydroergoline

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / Zn / I₂ / tetrahydrofuran / 14 h / 50 °C

2: 1.) sodium borohydride; 2.) benzoyl chloride, pyridine / 1.) methanol, r.t., 2 h; 2.) methanol, 0 deg C

3: 30 percent / triethylamine / tetrahydrofuran / -10 deg C, 30 min, r.t., 1 h

4: 88 percent / NaH / dimethylformamide / 0.67 h / 0 °C

5: 92 percent / t-BuOK / tetrahydrofuran; H₂O / 1 h / Ambient temperature

With pyridine; sodium tetrahydroborate; potassium tert-butylate; sodium hydride; benzoyl chloride; triethylamine; zinc; iodine; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00318a044