Water → HCID 15617895, compound

HRID 1762655Notes

Reaction equation

HRID 1762655 reaction equation
[C:1]1([CH2:7][C:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]=2[OH:18])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:19]Br.O>C(O)(=O)C>[Br:19][C:16]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([OH:18])=[C:8]([CH2:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:17]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 160268Dup 654

Product 1

HCID 15617895HCID 15617895, compoundYield 89.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A solution of 2-(phenylmethyl)-1-naphthol (1.00 g, 4.3 mmole) in acetic acid (20 mL) was stirred at room temperature. A solution of bromine (0.7 g, 4.3 mmole) in acetic acid (6 mL) was added dropwise over 10 minutes. The mixture was stirred for another 5 minutes, then poured into water. The resulting solid was collected by filtration and recrystallized (cyclohexane) to provide the title compound (1.21 g, 88%) as off-white needles, mp 123°-125°.

Workup

  1. filtrationThe resulting solid was collected by filtration
  2. customrecrystallized (cyclohexane)

Sources & evidence

ORD record
ord-6a0b9cedd2cd4477986ac85c56fb1e97
Source dataset
uspto-grants-1989_05
Patent number
US04833164

Reaction notes

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