Cyclopropanecarbonyl chloride → HCID 20278267, compound

HRID 1248506Notes

Reaction equation

HRID 1248506 reaction equation
[C:1]1([CH:7]2[S:20][C:14]3([CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)[C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:8]2=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:21]1([C:24](Cl)=[O:25])[CH2:23][CH2:22]1.C(=O)(O)[O-].[Na+]>ClCCl>[CH:21]1([C:24]([N:17]2[CH2:16][CH2:15][C:14]3([C:9]4[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=4[CH:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[S:20]3)[CH2:19][CH2:18]2)=[O:25])[CH2:23][CH2:22]1

Participants

5

Reactant 3

HCID 77637Cyclopropanecarbonyl chlorideHCID 516892Sodium BicarbonateHCID 12694098HCID 12694098, compound

Product 1

HCID 20278267HCID 20278267, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 0.5 g of 1,3-dihydro-3-phenylspiro[benzo(c)thiophene-1,4'-piperidine], Example 4, 0.4 g of cyclopropylcarbonyl chloride and 1.0 g of sodium bicarbonate in 20 ml of dichloromethane is stirred at ambient temperature for 16 hours. The well stirred mixture is filtered and the filtrate is concentrated to dryness. The residue is passed through a silica gel/ether column with an ether eluant to provide pure 1'-cyclopropylcarbonyl-1,3-dihydro-3-phenylspiro[benzo(c)thiophene-1,4'-piperidine].

Workup

  1. stirringThe well stirred mixture
  2. filtrationis filtered
  3. concentrationthe filtrate is concentrated to dryness

Sources & evidence

ORD record
ord-6bc2e5531a6b4e0e8a4b434dabfb542e
Source dataset
uspto-grants-1985_06
Patent number
US04524207

Reaction notes

Loading…