Sodium Hydroxide → HCID 10155202, compound

HRID 2217076Notes

Reaction equation

HRID 2217076 reaction equation
[CH2:1]([O:4][C:5]1[CH:12]=[CH:11][C:8]([CH:9]=O)=[CH:7][CH:6]=1)[CH2:2][CH3:3].[CH3:13][C:14]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[C:17]=1[O:26][CH3:27])=[O:15].[OH-].[Na+]>CO>[CH2:1]([O:4][C:5]1[CH:12]=[CH:11][C:8](/[CH:9]=[CH:13]/[C:14]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[C:17]=2[O:26][CH3:27])=[O:15])=[CH:7][CH:6]=1)[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 798124-PropoxybenzaldehydeHCID 838102',3',4'-Trimethoxyacetophenone

Product 1

HCID 10155202HCID 10155202, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 4-propoxybenzaldehyde (0.781 g, 4.8 mmol) and 2,3,4-trimethoxyacetophenone (1.0 g, 4.8 mmol) in methanol (30 ml) was added a 50% w/v solution of aqueous NaOH (7.60 ml, 0.096 mol). The reaction mixture was stirred at room temperature for 24 h. A pale yellow precipitate was isolated and dried under vacuum over night. 1.693 g (86%) of a pale yellow powder was isolated. 1H-NMR (CDCl3) δ 7.60 (d, 1H), 7.5 (m, 1H), 4.4 (d, 1H), 7.3 (d, 1H), 6.8 (m, 1H), 6.7 (d, 1H), 3.9 (t, 2H), 3.9 (s, 3H), 3.9 (s, 3H), 3.9 (s, 3H), 1.75 (m, 2H), 1.0 (t, 3H). 13C-NMR (CDCl3) δ 191.0. Mass Spectrum m/e (M+1) 357. Anal. Calcd. for C21H24O5.H2O: C, 67.44; H, 7.01. Found: C, 67.49; H, 6.93.

Workup

  1. customA pale yellow precipitate was isolated
  2. customdried under vacuum over night

Sources & evidence

ORD record
ord-ceca459e13a44f18ae5d0b279f62c0f4
Source dataset
uspto-grants-2006_09
Patent number
US07112698B2

Reaction notes

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