Phosphorus oxide (P4O10) → 5-Chloro-3-methyl-2-phenyl-1-benzothiophene

HRID 1242679Notes

Reaction equation

HRID 1242679 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH:9]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:10]([CH3:12])=O)=[CH:4][CH:3]=1.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]2[S:8][C:9]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[C:10]([CH3:12])[C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 219170461-[(4-Chlorophenyl)thio]-1-phenylacetone

Product 1

HCID 8219825-Chloro-3-methyl-2-phenyl-1-benzothiophene

Conditions

Temperature
180 °C

Procedure

In a 100 ml round-bottomed flask, 1 eq. of the compound obtained in Step A, 10 eq. of polyphosphoric acid and 1 eq. of phosphoric anhydride are mixed together. The mixture is stirred for 3 hours at 180° C. and is then hydrolysed. Extraction with ether is carried out, and the organic phase is washed with water, dried over MgSO4 and evaporated under reduced pressure. The residue obtained is purified by chromatography on a silica gel column.

Workup

  1. extractionExtraction with ether
  2. washthe organic phase is washed with water
  3. dry with materialdried over MgSO4
  4. customevaporated under reduced pressure
  5. customThe residue obtained
  6. customis purified by chromatography on a silica gel column

Sources & evidence

ORD record
ord-e4be62ef9a714b1b839c864520706c0b
Source dataset
uspto-grants-2006_10
Patent number
US07115752B2

Reaction notes

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