methyl 2-bromo-3-<4-(c-4-hydroxy-1-methyl-r-1-cyclohexylmethoxy)phenyl>propionate

Base Information

Chemical Name:methyl 2-bromo-3-<4-(c-4-hydroxy-1-methyl-r-1-cyclohexylmethoxy)phenyl>propionate
CAS No.:93392-65-5
Molecular Formula:C₁₈H₂₅BrO₄
Molecular Weight:385.298
Hs Code.:

Synonyms:

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Chemical Property of methyl 2-bromo-3-<4-(c-4-hydroxy-1-methyl-r-1-cyclohexylmethoxy)phenyl>propionate

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Technology Process of methyl 2-bromo-3-<4-(c-4-hydroxy-1-methyl-r-1-cyclohexylmethoxy)phenyl>propionate

There total 9 articles about methyl 2-bromo-3-<4-(c-4-hydroxy-1-methyl-r-1-cyclohexylmethoxy)phenyl>propionate 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:

: 1523-89-3
methyl 1-methyl-4-oxo-2-cyclohexene-1-carboxylate

: 93392-65-5
methyl 2-bromo-3-<4-(c-4-hydroxy-1-methyl-r-1-cyclohexylmethoxy)phenyl>propionate

Guidance literature:: Multi-step reaction with 9 steps

1: 95.4 percent / H₂ / Pd-C (50percent wet) / ethyl acetate / 760 Torr

2: 1.) H₂; 2.) 2N KOH / 1.) PtO₂ / 1.) AcOH, RT, 1 atm; 2.) MeOH, reflux, 1 h

3: diethyl ether

4: p-TsOH / diethyl ether / 2 h / Ambient temperature

5: 76.9 percent / LiAlH₄ / diethyl ether / 1 h / Ambient temperature

6: NaH / dimethylsulfoxide / 3 h / 30 °C

7: 2N HCl / methanol / 1 h / Ambient temperature

8: H₂ / Pd-C / methanol / 760 Torr / Ambient temperature

9: 1.) 47percent HBr, NaNO₂; 2.) Cu₂O / 1.) acetone, water, 5 deg C, 30 min; 2.) 35 deg C

With copper(I) oxide; hydrogenchloride; potassium hydroxide; lithium aluminium tetrahydride; hydrogen bromide; hydrogen; sodium hydride; toluene-4-sulfonic acid; sodium nitrite; platinum(IV) oxide; palladium on activated charcoal; In methanol; diethyl ether; dimethyl sulfoxide; ethyl acetate;
DOI:10.1248/cpb.32.2267

Reference yield:

: 87787-04-0
c-4-hydroxy-1-methyl-r-1-cylohexanecarboxylic acid

: 93392-65-5
methyl 2-bromo-3-<4-(c-4-hydroxy-1-methyl-r-1-cyclohexylmethoxy)phenyl>propionate

Guidance literature:: Multi-step reaction with 7 steps

1: diethyl ether

2: p-TsOH / diethyl ether / 2 h / Ambient temperature

3: 76.9 percent / LiAlH₄ / diethyl ether / 1 h / Ambient temperature

4: NaH / dimethylsulfoxide / 3 h / 30 °C

5: 2N HCl / methanol / 1 h / Ambient temperature

6: H₂ / Pd-C / methanol / 760 Torr / Ambient temperature

7: 1.) 47percent HBr, NaNO₂; 2.) Cu₂O / 1.) acetone, water, 5 deg C, 30 min; 2.) 35 deg C

With copper(I) oxide; hydrogenchloride; lithium aluminium tetrahydride; hydrogen bromide; hydrogen; sodium hydride; toluene-4-sulfonic acid; sodium nitrite; palladium on activated charcoal; In methanol; diethyl ether; dimethyl sulfoxide;
DOI:10.1248/cpb.32.2267

Reference yield:

: 37480-41-4
methyl 1-methyl-4-oxo-1-cyclohexanecarboxylate

: 93392-65-5
methyl 2-bromo-3-<4-(c-4-hydroxy-1-methyl-r-1-cyclohexylmethoxy)phenyl>propionate

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) H₂; 2.) 2N KOH / 1.) PtO₂ / 1.) AcOH, RT, 1 atm; 2.) MeOH, reflux, 1 h

2: diethyl ether

3: p-TsOH / diethyl ether / 2 h / Ambient temperature

4: 76.9 percent / LiAlH₄ / diethyl ether / 1 h / Ambient temperature

5: NaH / dimethylsulfoxide / 3 h / 30 °C

6: 2N HCl / methanol / 1 h / Ambient temperature

7: H₂ / Pd-C / methanol / 760 Torr / Ambient temperature

8: 1.) 47percent HBr, NaNO₂; 2.) Cu₂O / 1.) acetone, water, 5 deg C, 30 min; 2.) 35 deg C

With copper(I) oxide; hydrogenchloride; potassium hydroxide; lithium aluminium tetrahydride; hydrogen bromide; hydrogen; sodium hydride; toluene-4-sulfonic acid; sodium nitrite; platinum(IV) oxide; palladium on activated charcoal; In methanol; diethyl ether; dimethyl sulfoxide;
DOI:10.1248/cpb.32.2267