Acetic Acid → HCID 19822242, compound

HRID 1030402Notes

Reaction equation

HRID 1030402 reaction equation
COC[O:4][C:5]1[C:6]([CH3:36])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][C:10]([CH2:25][O:26][C:27]1[CH:32]=[CH:31][C:30]([N+:33]([O-:35])=[O:34])=[CH:29][CH:28]=1)([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:9][CH2:8]2.C(O)(=O)C.C1C=CC=CC=1.S(=O)(=O)(O)O>O>[OH:4][C:5]1[C:6]([CH3:36])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][C:10]([CH2:25][O:26][C:27]1[CH:32]=[CH:31][C:30]([N+:33]([O-:35])=[O:34])=[CH:29][CH:28]=1)([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:9][CH2:8]2

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 241BenzeneHCID 1118Sulfuric AcidHCID 19822208HCID 19822208, compound

Product 1

HCID 19822242HCID 19822242, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3.7 g of 6-methoxymethoxy-5,7,8-trimethyl-2-(4-nitrophenoxymethyl)-2-octylchroman (prepared as described in Preparation 14), 10 ml of acetic acid, 30 ml of benzene and 0.75 ml of 10% w/v aqueous sulfuric acid was heated under reflux for 30 minutes. The reaction mixture was then poured into water and extracted with benzene. The extract was washed with water and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, to give the title compound.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 30 minutes
  3. extractionextracted with benzene
  4. washThe extract was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-f66564213af14b98ac4a62912144915e
Source dataset
uspto-grants-1992_04
Patent number
US05104888

Reaction notes

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