Hydrochloric Acid → HCID 59363788, compound

HRID 2189157Notes

Reaction equation

HRID 2189157 reaction equation
[OH-].[K+].[O:3]1[C:7]2[CH:8]=[CH:9][C:10]([CH:12]=O)=[CH:11][C:6]=2[O:5][CH2:4]1.[CH2:14]([O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[C:25](=[O:27])[CH3:26])[CH:15]([CH3:17])[CH3:16].Cl>O.CCO>[O:3]1[C:7]2[CH:8]=[CH:9][C:10](/[CH:12]=[CH:26]/[C:25]([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=3[O:18][CH2:14][CH:15]([CH3:17])[CH3:16])=[O:27])=[CH:11][C:6]=2[O:5][CH2:4]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8438PiperonalHCID 14797Potassium HydroxideHCID 15741847HCID 15741847, compound

Product 1

HCID 59363788HCID 59363788, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a round bottomed flask was added EtOH (20 mL) and potassium hydroxide (320.0 mg, 8 mmol). The mixture was stirred until homogeneous before benzo[d][1,3]dioxole-5-carbaldehyde (0.83 mL, 4.0 mmol) and 1-(2-isobutoxyphenyl)ethanone (770 mg, 4 mmol) were added. The reaction was stirred at room temperature for 16 h, and 5 mL of water was added. The reaction mixture was acidified with 1N HCl until pH=6. The resulting orange precipitate was filtered and submitted to the next step without further purification. MS (EI) for C20H20O4: 325 (MH+).

Workup

  1. additionwere added
  2. filtrationThe resulting orange precipitate was filtered
  3. customsubmitted to the next step without further purification

Sources & evidence

ORD record
ord-a10416aec646467eb32b031e3d00923c
Source dataset
uspto-grants-2012_12
Patent number
US08324231B2

Reaction notes

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