p-Bromobenzenesulfonyl chloride → HCID 10386478, compound

HRID 1534788Notes

Reaction equation

HRID 1534788 reaction equation
[NH:1]1[CH2:6][CH2:5][C:4]2([C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:8]=[CH:7]2)[CH2:3][CH2:2]1.[Br:15][C:16]1[CH:21]=[CH:20][C:19]([S:22](Cl)(=[O:24])=[O:23])=[CH:18][CH:17]=1>C(Cl)Cl.C(N(CC)CC)C>[Br:15][C:16]1[CH:21]=[CH:20][C:19]([S:22]([N:1]2[CH2:6][CH2:5][C:4]3([C:14]4[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=4)[CH:8]=[CH:7]3)[CH2:3][CH2:2]2)(=[O:24])=[O:23])=[CH:18][CH:17]=1

Participants

5

Reactant 2

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 10330052Spiro[indene-1,4'-piperidine]

Product 1

HCID 10386478HCID 10386478, compound

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 6344DichloromethaneSolvent

Procedure

Spiro(1H-indene-1,4'-piperidine) (15 mg, 81.1 μmol) and p-bromobenzenesulfonyl chloride (21 mg, 81.1 μmol) were combined in CH2Cl2 and treated with triethylamine (2 drops). The mixture was stirred at ambient temperature for 15 min, then poured onto a silica gel column and eluted with 1:1 CH2Cl2 : hexane. The product fractions were combined and evaporated to dryness in vacuo to provide the title compound as a solid which was dried in vacuo overnight at ambient temperature: (m.p. 177°-178°).

Workup

  1. additionpoured onto a silica gel column
  2. washeluted with 1:1 CH2Cl2
  3. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-d67e3d70910e47ba9cc58435f9b961f1
Source dataset
uspto-grants-1992_02
Patent number
US05091387

Reaction notes

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