Sulfuric Acid → HCID 14098166, compound

HRID 569270Notes

Reaction equation

HRID 569270 reaction equation
CN([CH2:4][CH:5]([CH2:18][CH2:19][CH2:20][Cl:21])[C:6]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([Cl:16])[C:9]=1[Cl:17])=[O:7])C.S(=O)(=O)(O)O>>[Cl:21][CH2:20][CH2:19][CH2:18][CH:5]1[CH2:4][C:13]2[C:8](=[C:9]([Cl:17])[C:10]([Cl:16])=[C:11]([O:14][CH3:15])[CH:12]=2)[C:6]1=[O:7]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 20148900HCID 20148900, compound

Product 1

HCID 14098166HCID 14098166, compound

Procedure

2-(Dimethylaminomethyl)-5-chloro-1-(2,3-dichloro-4-methoxyphenyl)-1-pentanone (6.1 g, 0.019 mole) was added in portions to well-stirred concentrated sulfuric acid (25 ml). The temperature rose to 39° C. after which the mixture was stirred at ambient temperature for an additional two hours. The mixture was poured into crushed ice and the resulting precipitate removed by filtration, washed with water, dried and then recrystallized from a mixture of tetrahydrofuran and ether to give 2-(3-chloropropyl)-6,7-dichloro-2,3-dihydro-5-methoxy-1H-inden-1-one, 5 g, m.p. 130°-132° C.

Workup

  1. customrose to 39° C.
  2. additionThe mixture was poured
  3. custominto crushed ice
  4. customthe resulting precipitate removed by filtration
  5. washwashed with water
  6. customdried
  7. customrecrystallized from a mixture of tetrahydrofuran and ether

Sources & evidence

ORD record
ord-b3200eda54ea43c08e4c25b6a0331ccc
Source dataset
uspto-grants-1988_03
Patent number
US04731470

Reaction notes

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