Acetic Anhydride → HCID 86745022, compound

HRID 2249207Notes

Reaction equation

HRID 2249207 reaction equation
[CH3:1][O:2][C:3]1[CH:9]=[C:8]([OH:10])[C:7]([CH2:11][CH:12]=[C:13]([CH3:15])[CH3:14])=[CH:6][C:4]=1[OH:5].[C:16]([O:19]C(=O)C)(=[O:18])[CH3:17]>N1C=CC=CC=1>[C:16]([OH:19])(=[O:18])[CH3:17].[C:16]([OH:19])(=[O:18])[CH3:17].[CH3:1][O:2][C:3]1[CH:9]=[C:8]([OH:10])[C:7]([CH2:11][CH:12]=[C:13]([CH3:15])[CH3:14])=[CH:6][C:4]=1[OH:5]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 334496NSC339887

Product 1

HCID 86745022HCID 86745022, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 2-methoxy-5-(3-methyl-2-butenyl)hydroquinone (2.35 g) and acetic anhydride (4.6 g) in dry pyridine (20 ml) was stirred for 2 hours at ambient temperature. The mixture was poured into ice water (50 ml) and the separated oil was extracted twice with diethyl ether. The combined extracts were washed twice with diluted hydrochloric acid, dried, and concentrated in vacuo to give a white solid, which was recrystallized from n-hexane to yield 2-methoxy-5-(3-methyl-2-butenyl)hydroquinone diacetate as white crystals (2.89 g).

Workup

  1. extractionthe separated oil was extracted twice with diethyl ether
  2. washThe combined extracts were washed twice with diluted hydrochloric acid
  3. customdried
  4. concentrationconcentrated in vacuo
  5. customto give a white solid, which
  6. customwas recrystallized from n-hexane

Sources & evidence

ORD record
ord-7142702301024cee9392a938f4ca62b5
Source dataset
uspto-grants-1991_08
Patent number
US05043354

Reaction notes

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