Reaction #4064393
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b44105509c134eb0b68f1506801524dbNo renderable structure data available
COC1=CC(=CC(=C1O)OC)C=CC=OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enal |
|---|---|
| IUPAC Name | — |
| CAS Number | 87345-53-7 |
| Database ID | 119216 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enal (CAS 87345-53-7) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 119216
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b44105509c134eb0b68f1506801524dbConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-52b9404666cb4818b6ce21ef019fd510Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-e7faf8f9344246bab86dbd0b96041953Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-feb3ff3622d445e3bee29dc256cd5d1dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The compound was prepared as described in Example 3 by adding 3,5-dimethoxy-4-hydroxycinnamaldehyde (0.15 g, 0.72 mmol) to cyanoacetic acid (0.061 g, 0.72 mmol). After refluxing for 1 h and recrystallization from ethanol a yellow solid was obtained (0.15 g, 75%). The product gave the following analytical data: The compound was prepared After refluxing for 1 h recrystallization from ethanol a yellow solid was obtained (0.15 g, 75%) The product gave the following analytical data
Source ID: ord-78ad4023914a4c638fdec8547058e4e6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The compound was prepared as described in Example 3 by adding 3,5-dimethoxy-4-hydroxycinnamaldehyde (0.1 g, 0.48 mmol) to 2-cyanoacetamide (0.04 g, 0.48 mmol). After refluxing for 3 h and recrystallization from ethanol an orange solid was obtained (0.083 g, 63%). The product gave the following analytical data: The compound was prepared After refluxing for 3 h recrystallization from ethanol an orange solid was obtained (0.083 g, 63%) The product gave the following analytical data
Source ID: ord-0309f21459e84382866f05c2d69fe31fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The compound was prepared as described in Example 3 by adding 3,5-dimethoxy-4-hydroxycinnamaldehyde (0.15 g, 0.72 mmol) to 2-cyanothioacetamide (0.073 g, 0.72 mmol). After refluxing for 1 h the residue was purified on a TLC-plate in hexane-ethyl acetate, 1:1 to give a red solid (0.10 g, 52%). The product gave the following analytical data: The compound was prepared After refluxing for 1 h the residue was purified on a TLC-plate in hexane-ethyl acetate, 1:1
Source ID: ord-7a4acea16670428d93f0e174c7e67310Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The compound was prepared as described in Example 3 by adding 3,5-dimethoxy-4 hydroxycinnamaldehyde (0.10 g, 0.48 mmol) to N-(cyanoacetyl)phenylpropylamide (Example 19, 0.097 g, 0.48 mmol). After refluxing for 3 h the residue was purified by silica gel chromatography (CHCl3-hexane, 1:1) to give a brown solid (0.17 g, 90% yield). The product gave the following analytical data: The compound was prepared After refluxing for 3 h the residue was purified by silica gel chromatography (CHCl3-hexane, 1:1)
Source ID: ord-4f4e0d95ecd14b58a1b3605306955404Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The compound was prepared as described in Example 3 by adding 3,5-dimethoxy-4-hydroxycinnamaldehyde (0.15 g, 0.72 mmol) to cyanoacetic acid (0.061 g, 0.72 mmol). After refluxing for 1 h and recrystallization from ethanol a yellow solid was obtained (0.15 g, 75%). The product gave the following analytical data: The compound was prepared After refluxing for 1 h recrystallization from ethanol a yellow solid was obtained (0.15 g, 75%) The product gave the following analytical data
Source ID: ord-78ad4023914a4c638fdec8547058e4e6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The compound was prepared as described in Example 3 by adding 3,5-dimethoxy-4-hydroxycinnamaldehyde (0.1 g, 0.48 mmol) to 2-cyanoacetamide (0.04 g, 0.48 mmol). After refluxing for 3 h and recrystallization from ethanol an orange solid was obtained (0.083 g, 63%). The product gave the following analytical data: The compound was prepared After refluxing for 3 h recrystallization from ethanol an orange solid was obtained (0.083 g, 63%) The product gave the following analytical data
Source ID: ord-0309f21459e84382866f05c2d69fe31fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The compound was prepared as described in Example 3 by adding 3,5-dimethoxy-4-hydroxycinnamaldehyde (0.15 g, 0.72 mmol) to cyanoacetic acid (0.061 g, 0.72 mmol). After refluxing for 1 h and recrystallization from ethanol a yellow solid was obtained (0.15 g, 75%). The product gave the following analytical data: The compound was prepared After refluxing for 1 h recrystallization from ethanol a yellow solid was obtained (0.15 g, 75%) The product gave the following analytical data
Source ID: ord-78ad4023914a4c638fdec8547058e4e6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The compound was prepared as described in Example 3 by adding 3,5-dimethoxy-4-hydroxycinnamaldehyde (0.15 g, 0.72 mmol) to 2-cyanothioacetamide (0.073 g, 0.72 mmol). After refluxing for 1 h the residue was purified on a TLC-plate in hexane-ethyl acetate, 1:1 to give a red solid (0.10 g, 52%). The product gave the following analytical data: The compound was prepared After refluxing for 1 h the residue was purified on a TLC-plate in hexane-ethyl acetate, 1:1
Source ID: ord-7a4acea16670428d93f0e174c7e67310PubChem References
These sources are listed in the compound's public database record.
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