HCID 59332786, compound → HCID 6421971, compound

HRID 656049Notes

Reaction equation

HRID 656049 reaction equation
[C:1]1([CH:7]2[S:16][CH2:15][CH2:14][C:9]3(OCC[O:10]3)[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)(=O)C.Cl>[C:1]1([CH:7]2[CH2:8][C:9](=[O:10])[CH2:14][CH2:15][S:16]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 59332786HCID 59332786, compound

Product 1

HCID 6421971HCID 6421971, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolvent

Procedure

7-Phenyl-1,4-dioxa-8-thiaspiro[4.5]decane was dissolved in acetic acid (50 mL) and 2 N aqueous hydrochloric acid (70 mL). After being stirred at room temperature for 15 h, the mixture was extracted with ether (300 mL), and the ether extract washed with water (2×50 mL), 10% aqueous sodium hydroxide (3×50 mL), and finally with water (2×50 mL). The dried (Na2SO4) solution was evaporated, and the residue was crystallized upon standing overnight in ether, giving 3.5 g (21.1% over two steps) of the title compound.

Workup

  1. extractionthe mixture was extracted with ether (300 mL)
  2. extractionthe ether extract
  3. washwashed with water (2×50 mL), 10% aqueous sodium hydroxide (3×50 mL)
  4. dry with materialThe dried (Na2SO4) solution
  5. customwas evaporated
  6. customthe residue was crystallized
  7. waitupon standing overnight in ether

Sources & evidence

ORD record
ord-11f709e3ac984a1ab391f67f52a4d68d
Source dataset
uspto-grants-2011_12
Patent number
US08071584B2

Reaction notes

Loading…