o-<(6-bromo-1-naphthyl)methyl>benzoic acid

Base Information

Chemical Name:o-<(6-bromo-1-naphthyl)methyl>benzoic acid
CAS No.:86456-60-2
Molecular Formula:C₁₈H₁₃BrO₂
Molecular Weight:341.204
Hs Code.:

Synonyms:o-<(6-bromo-1-naphthyl)methyl>benzoic acid

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Chemical Property of o-<(6-bromo-1-naphthyl)methyl>benzoic acid

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Technology Process of o-<(6-bromo-1-naphthyl)methyl>benzoic acid

There total 12 articles about o-<(6-bromo-1-naphthyl)methyl>benzoic acid 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: 88.0%

: 86456-58-8
3-(6-bromo-1-naphthyl)phthalide

: 86456-60-2
o-<(6-bromo-1-naphthyl)methyl>benzoic acid

Guidance literature:: With hydrogen iodide; hypophosphorous acid; In acetic anhydride; acetic acid; for 5h; Heating;
DOI:10.1021/jo00165a029

Reference yield:

: 20005-55-4
3-(4-bromophenyl)-1-butanol

: 86456-60-2
o-<(6-bromo-1-naphthyl)methyl>benzoic acid

Guidance literature:: Multi-step reaction with 10 steps

1: 99 percent / triethylamine / CH₂Cl₂ / 1.) 0-5 deg C, 15 min, 2.) 2 h, 0-5 deg C

2: 93 percent / dicyclohexyl-18-crown-6 ether / acetonitrile / 1.) RT, 4 h, 2.) reflux, 2 h

3: 97.7 percent / KOH / H₂O; ethanol / 48 h

4: 75 percent / PPA / 2 h / 100 °C

5: NaBH₄ / methanol / 16 h / Ambient temperature

6: 81 percent / 1.) p-toluenesulfonic acid, 2.) chloranil / benzene / 1.) reflux, 2 h, 2.) reflux, 24 h

7: N-bromosuccinimide, benzoyl peroxide / CCl₄ / 6 h / Heating

8: 71 percent / 1.) hexamethylenetetramine, 2.) 50percent acetic acid / 1.) chloroform, reflux, 90 min, 2.) reflux, 90 min

9: n-butyllithium, conc. H₂SO₄

10: 88 percent / HI, H₃PO₂ / acetic acid; acetic anhydride / 5 h / Heating

With potassium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; Perbenzoic acid; hexamethylenetetramine; sulfuric acid; hydrogen iodide; hypophosphorous acid; chloranil; toluene-4-sulfonic acid; acetic acid; triethylamine; perhydrodibenzo-18-crown-6; In methanol; tetrachloromethane; ethanol; dichloromethane; water; acetic anhydride; acetic acid; acetonitrile; benzene;
DOI:10.1021/jo00165a029

Reference yield:

: 159755-11-0
1-bromo-4-(1-bromoethyl)benzene

: 86456-60-2
o-<(6-bromo-1-naphthyl)methyl>benzoic acid

Guidance literature:: Multi-step reaction with 12 steps

1: dicyclohexyl-18-crown-6 ether / 1.) 0-5 deg C, 2.) 12 h, RT

2: borane-dimethyl sulfide

3: 99 percent / triethylamine / CH₂Cl₂ / 1.) 0-5 deg C, 15 min, 2.) 2 h, 0-5 deg C

4: 93 percent / dicyclohexyl-18-crown-6 ether / acetonitrile / 1.) RT, 4 h, 2.) reflux, 2 h

5: 97.7 percent / KOH / H₂O; ethanol / 48 h

6: 75 percent / PPA / 2 h / 100 °C

7: NaBH₄ / methanol / 16 h / Ambient temperature

8: 81 percent / 1.) p-toluenesulfonic acid, 2.) chloranil / benzene / 1.) reflux, 2 h, 2.) reflux, 24 h

9: N-bromosuccinimide, benzoyl peroxide / CCl₄ / 6 h / Heating

10: 71 percent / 1.) hexamethylenetetramine, 2.) 50percent acetic acid / 1.) chloroform, reflux, 90 min, 2.) reflux, 90 min

11: n-butyllithium, conc. H₂SO₄

12: 88 percent / HI, H₃PO₂ / acetic acid; acetic anhydride / 5 h / Heating

With potassium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; Perbenzoic acid; dimethylsulfide borane complex; hexamethylenetetramine; sulfuric acid; hydrogen iodide; hypophosphorous acid; chloranil; toluene-4-sulfonic acid; acetic acid; triethylamine; perhydrodibenzo-18-crown-6; In methanol; tetrachloromethane; ethanol; dichloromethane; water; acetic anhydride; acetic acid; acetonitrile; benzene;
DOI:10.1021/jo00165a029