Dimethylformamide → HCID 131715225, compound

HRID 1788668Notes

Reaction equation

HRID 1788668 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[C:16]3[C:11](=[CH:12][C:13](F)=[CH:14][CH:15]=3)[C@H:10]([N:18]3[CH2:23][CH2:22][N:21]([CH2:24][CH2:25]O)[CH2:20][CH2:19]3)[CH2:9]2)=[CH:4][CH:3]=1.S(Cl)([Cl:29])=O.CN(C=O)C>C(Cl)Cl>[ClH:29].[ClH:29].[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C@H:10]([N:18]3[CH2:23][CH2:22][N:21]([CH2:24][CH2:25][Cl:29])[CH2:20][CH2:19]3)[CH2:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 13154767HCID 13154767, compound

Product 1

HCID 131715225HCID 131715225, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of trans-4-[3-(4-fluorophenyl)-6-fluoro-indan-1-yl]-1-piperazineethanol (40 g, 0.11 mol), thionylchloride (15 ml) and DMF (0.7 ml) in methylene chloride (400 ml) was refluxed for 1 hour. After cooling, the crystalline solid was filtered and washed on the filter with ethyl acetate and ether to give trans 1-[3-(4-fluorophenyl)-indan-1-yl]-4-(2-chloroethyl)piperazine, dihydrochloride (45 g). Mp: 250°-255° C.

Workup

  1. temperaturewas refluxed for 1 hour
  2. temperatureAfter cooling
  3. filtrationthe crystalline solid was filtered
  4. washwashed on the
  5. filtrationfilter with ethyl acetate and ether

Sources & evidence

ORD record
ord-36797adabbb24c9bb133c595c901128e
Source dataset
uspto-grants-1987_08
Patent number
US04684650

Reaction notes

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