methyl exo-2-bromobicyclo<2.2.1>heptane-1-carboxylate

Base Information

Chemical Name:methyl exo-2-bromobicyclo<2.2.1>heptane-1-carboxylate
CAS No.:15023-45-7
Molecular Formula:C₉H₁₃BrO₂
Molecular Weight:233.105
Hs Code.:

Synonyms:

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Chemical Property of methyl exo-2-bromobicyclo<2.2.1>heptane-1-carboxylate

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Technology Process of methyl exo-2-bromobicyclo<2.2.1>heptane-1-carboxylate

There total 1 articles about methyl exo-2-bromobicyclo<2.2.1>heptane-1-carboxylate 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:

: 51789-95-8
bicyclo[2.2.1]hept-5-ene-endo-2-carboxylic acid ethyl ester

: 15023-45-7,102450-73-7
methyl exo-2-bromobicyclo<2.2.1>heptane-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 10 wt% Pd(OH)2 on carbon; hydrogen / methanol / 6 h / 75007.5 Torr

2.1: sodium hydroxide / water; methanol / 20 °C

2.2: pH 3

3.1: bromine; phosphorus trichloride / 90 °C

4.1: sulfuric acid / 12 h / Reflux

With sulfuric acid; 10 wt% Pd(OH)2 on carbon; hydrogen; bromine; sodium hydroxide; phosphorus trichloride; In methanol; water;
DOI:10.1016/j.bmc.2014.04.004

Reference yield:

: 15023-45-7,102450-73-7
methyl exo-2-bromobicyclo<2.2.1>heptane-1-carboxylate

: 7363-97-5
bicyclo<2.2.2>octane-1-carboxaldehyde tosylhydrazone

Guidance literature:: Multi-step reaction with 7 steps

1: 1) NaBH₄, Sn(CH₃)3Cl / 1) EtOH, below 15 deg C, irradiation, 3 h, 2) MeCOMe, 15 min

2: 25percent aq. NaOH

3: LiAlH₄ / diethyl ether / 2.5 h / Heating

4: fuming sulfuric acid, 96percent aq. H₂SO₄ / 2 h / 20 °C

5: LiAlH₄ / diethyl ether / 2 h / Heating

6: pyridinium fluorochromate / CH₂Cl₂ / Ambient temperature

7: AcOH / methanol / 1 h / Heating

With sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; sulfuric acid; trimethyltin(IV)chloride; tripropylammonium fluorochromate (VI); acetic acid; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo00066a018

Reference yield:

: 15023-45-7,102450-73-7
methyl exo-2-bromobicyclo<2.2.1>heptane-1-carboxylate

: 149891-94-1
bicyclo<2.2.2>octane-1-carboxaldehyde-d tosylhydrazone

Guidance literature:: Multi-step reaction with 7 steps

1: 1) NaBH₄, Sn(CH₃)3Cl / 1) EtOH, below 15 deg C, irradiation, 3 h, 2) MeCOMe, 15 min

2: 25percent aq. NaOH

3: LiAlH₄ / diethyl ether / 2.5 h / Heating

4: fuming sulfuric acid, 96percent aq. H₂SO₄ / 2 h / 20 °C

5: LiAlD₄ / diethyl ether / 2 h / Heating

6: pyridinium fluorochromate / CH₂Cl₂ / Ambient temperature

7: AcOH / methanol / 1 h / Heating

With sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; lithium aluminium deuteride; sulfuric acid; trimethyltin(IV)chloride; tripropylammonium fluorochromate (VI); acetic acid; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo00066a018