HCID 86702314, compound → HCID 86702315, compound

HRID 923822Notes

Reaction equation

HRID 923822 reaction equation
[OH:1][CH2:2][CH2:3][C:4]#[C:5][C:6]1[CH:7]=[C:8]2[C:13](=[C:14]([C:16]#[C:17][CH2:18][CH2:19][OH:20])[CH:15]=1)[O:12][C:11](=[O:21])[C:10]([C:22]1[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=1)=[CH:9]2>C1COCC1>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:7]=[C:8]2[C:13](=[C:14]([CH2:16][CH2:17][CH2:18][CH2:19][OH:20])[CH:15]=1)[O:12][C:11](=[O:21])[C:10]([C:22]1[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=1)=[CH:9]2

Participants

3

Reactant 1

HCID 86702314HCID 86702314, compound

Product 1

HCID 86702315HCID 86702315, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

6,8-Bis-(4-hydroxy-but-1-ynyl)-3-(4-methoxy-phenyl)-chromen-2-one is hydrogenated in THF on Pd/activated charcoal until the reaction is completed. The catalyst is filtered off, the solvent removed in vacuo and the crude product is filtered through silica gel with THF/toluene (3:2) and recrystallized from toluene. 6,8-Bis-(4-hydroxy-butyl)-3-(4-methoxy-phenyl)-chromen-2-one is obtained as a colourless solid.

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe solvent removed in vacuo
  3. filtrationthe crude product is filtered through silica gel with THF/toluene (3:2)
  4. customrecrystallized from toluene

Sources & evidence

ORD record
ord-ba71a55c5eaa4f0cbe8b236a9aa62862
Source dataset
uspto-grants-2016_03
Patent number
US09279082B2

Reaction notes

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