Benzyl Bromide → 6-Benzyloxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic Acid

Reaction equation

[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][CH:7]([C:12]([OH:14])=[O:13])[CH2:6][CH2:5]2.[CH2:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[OH-].[K+]>>[CH2:15]([O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][CH:7]([C:12]([OH:14])=[O:13])[CH2:6][CH2:5]2)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

Reactant 3

HCID 7498Benzyl Bromide

HCID 14797Potassium Hydroxide

HCID 190700016-Hydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

Product 1

HCID 190699736-Benzyloxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic Acid

Procedure

The 1,2,3,4-tetrahydro-6-hydroxynaphthalene-2-carboxylic acid obtained in the above manner is reacted with benzyl bromide in the presence of potassium hydroxide to obtain 1,2,3,4-tetrahydro-6-benzyloxynaphthalene-2-carboxylic acid (11).

Sources & evidence

ORD record: ord-eac9be152119468d80a973981c8b50e8
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05725798

Reaction notes

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