2-bromo-anti-7-tert-butoxynorbornene

Base Information

Chemical Name:2-bromo-anti-7-tert-butoxynorbornene
CAS No.:82521-66-2
Molecular Formula:C₁₁H₁₇BrO
Molecular Weight:245.159
Hs Code.:

Synonyms:

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Chemical Property of 2-bromo-anti-7-tert-butoxynorbornene

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Technology Process of 2-bromo-anti-7-tert-butoxynorbornene

There total 1 articles about 2-bromo-anti-7-tert-butoxynorbornene 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:

: 82521-65-1
2,3-dibromo-anti-7-tert-butoxynorbornane

: 3391-07-9
7-tert.-Butoxy-norbornan

: 82521-66-2
2-bromo-anti-7-tert-butoxynorbornene

Guidance literature:: With potassium tert-butylate; In tert-butyl alcohol; for 19h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Heating;
DOI:10.1021/jo00140a026

Reference yield:

: 82521-66-2
2-bromo-anti-7-tert-butoxynorbornene

: 82521-95-7
endo-2-ethyl-exo-3,3-diphenyltricyclo<3.2.1.0^2,4>oct-anti-8-yl tosylate

Guidance literature:: Multi-step reaction with 12 steps

1: 86 percent / copper(I) cyanide / dimethylformamide / 11 h / Heating

2: 45 percent / potassium hydroxide / H₂O / 24 h / Heating

3: 1.) 25percent aq. sodium hydroxide / 1.) HMPA, 25 deg C, 2 h, 2.) HMPA, 25 deg C, 6 h

4: 70 percent / hydroquinone / petroleum ether; diethyl ether / Ambient temperature; 2-3 weeks

5: 86 percent / toluene / Heating

6: 96 percent / lithium aluminum hydride / diethyl ether / 10 h / 25 °C

7: 89 percent / pyridinium chlorochromate / CH₂Cl₂

8: 70 percent / diethyl ether / 60 h / Heating

9: 100 percent / H₂ / (Ph₃P)3RhCl / benzene / 120 h / 2280 Torr

10: 69 percent / acetic acid, perchloric acid / 0.03 h / 0 °C

11: 94 percent / lithium aluminum hydride / diethyl ether

12: 83 percent / pyridine / 18 h / 25 °C

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; perchloric acid; hydrogen; copper(l) cyanide; acetic acid; hydroquinone; pyridinium chlorochromate; Wilkinson's catalyst; In pyridine; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; Petroleum ether; benzene;
DOI:10.1021/jo00140a026

Reference yield:

: 82521-66-2
2-bromo-anti-7-tert-butoxynorbornene

: 82521-96-8
endo-2-ethyl-exo-3,3-di-p-tolyltricyclo<3.2.1.0^2,4>oct-anti-8-yl tosylate

Guidance literature:: Multi-step reaction with 12 steps

1: 86 percent / copper(I) cyanide / dimethylformamide / 11 h / Heating

2: 45 percent / potassium hydroxide / H₂O / 24 h / Heating

3: 1.) 25percent aq. sodium hydroxide / 1.) HMPA, 25 deg C, 2 h, 2.) HMPA, 25 deg C, 6 h

4: hydroquinone / diethyl ether / Ambient temperature; 2-3 weeks

5: 87 percent / toluene / Heating

6: 100 percent / lithium aluminum hydride / diethyl ether / 10 h / 25 °C

7: 64 percent / chromium trioxide, pyridine

8: 80 percent / diethyl ether / 60 h / Heating

9: 100 percent / H₂ / (Ph₃P)3RhCl / benzene / 120 h / 2280 Torr

10: 67 percent / acetic acid, perchloric acid / 0.03 h / 0 °C

11: 96 percent / lithium aluminum hydride / diethyl ether

12: 61 percent / pyridine / 18 h / 25 °C

With pyridine; chromium(VI) oxide; potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; perchloric acid; hydrogen; copper(l) cyanide; acetic acid; hydroquinone; Wilkinson's catalyst; In pyridine; diethyl ether; water; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo00140a026