Salicyl Alcohol → HCID 70502124, compound

HRID 1262680Notes

Reaction equation

HRID 1262680 reaction equation
O[C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][OH:5].[CH2:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12][CH2:11]1>>[CH:6]1[C:3]2[C@H:4]3[C@H:16]([CH2:15][C:14]4[CH:13]=[CH:12][CH:11]=[CH:10][C:19]=4[O:5]3)[CH2:17][CH2:18][C:2]=2[CH:9]=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 5146Salicyl AlcoholHCID 99381,2-Dihydronaphthalene

Product 1

HCID 70502124HCID 70502124, compoundYield 6.9%

Procedure

2-Hydroxybenzyl alcohol (5.0 g) and 1,2-dihydronaphthalene (5.2 g.) were heated together at 190° for 2 hr. the reaction mixture was chromatographed on neutral alumina, eluting with toluene/60°-80° petroleum ether 1:1to give a solid product which was recrystallised from ethanol to yield colourless crystals of cis-5,6,6a,12a-tetrahydro-7H-benzo(c)xanthene(0.65 g., m.pt. 71°-72°)identified and characterised by 1H- and 13C n.m.r. spectra.

Workup

  1. customthe reaction mixture was chromatographed on neutral alumina
  2. washeluting with toluene/60°-80° petroleum ether 1
  3. custom1to give a solid product which
  4. customwas recrystallised from ethanol

Sources & evidence

ORD record
ord-015e8e00a9b94e7399088ae18922d7eb
Source dataset
uspto-grants-1984_06
Patent number
US04452991

Reaction notes

Loading…