Sulfuric Acid → HCID 54723917, compound

HRID 1757042Notes

Reaction equation

HRID 1757042 reaction equation
C([C:4]1[C:5](=[O:13])[O:6][C:7]([CH2:11][Br:12])=[CH:8][C:9]=1[OH:10])(=O)C.S(=O)(=O)(O)O>>[Br:12][CH2:11][C:7]1[O:6][C:5](=[O:13])[CH:4]=[C:9]([OH:10])[CH:8]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 547239163-Acetyl-6-(bromomethyl)-4-hydroxy-2H-pyran-2-one

Product 1

HCID 54723917HCID 54723917, compound

Procedure

A mixture of 3-acetyl-6-bromomethyl-4-hydroxypyran-2-one (26 parts) and 90% sulphuric acid (73.4 parts) was heated at 125°-130° C. with rapid agitation for 20 minutes, then poured onto ice. The product was filtered off and washed with water (2×100 parts) and dried to give 6-bromomethyl-4-hydroxypyran-2-one (25.0 parts). The crude product was recrystallised from boiling chloroform to give 6-bromomethyl-4-hydroxy pyran-2-one (12.8 parts, 60%) melting point 77°-78° C.

Workup

  1. temperaturewas heated at 125°-130° C. with rapid agitation for 20 minutes
  2. additionpoured onto ice
  3. filtrationThe product was filtered off
  4. washwashed with water (2×100 parts)
  5. customdried

Sources & evidence

ORD record
ord-5a0a08320fe4428a92d9ab5b65bf4c90
Source dataset
uspto-grants-1995_08
Patent number
US05443970

Reaction notes

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