Carbon Dioxide → HCID 22754341, compound

HRID 2163216Notes

Reaction equation

HRID 2163216 reaction equation
[CH2:1]1[O:3][CH2:2]1.C(=O)=O.[F:7][C:8]([F:33])([F:32])[S:9]([C:11]1[CH:12]=[CH:13][C:14]2[CH:20]=[CH:19][C:18]3[CH:21]=[CH:22][CH:23]=[CH:24][C:17]=3[C:16](=[C:25]3[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]3)[C:15]=2[CH:31]=1)=[O:10]>CO.C(Cl)(Cl)Cl>[OH:3][CH:1]([N:28]1[CH2:29][CH2:30][C:25](=[C:16]2[C:15]3[CH:31]=[C:11]([S:9]([C:8]([F:33])([F:7])[F:32])=[O:10])[CH:12]=[CH:13][C:14]=3[CH:20]=[CH:19][C:18]3[CH:21]=[CH:22][CH:23]=[CH:24][C:17]2=3)[CH2:26][CH2:27]1)[CH3:2]

Participants

6

Reactant 3

HCID 280Carbon DioxideHCID 6354Ethylene Oxide2×HCID 22754340HCID 22754340, compound

Product 1

HCID 22754341HCID 22754341, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 6212ChloroformSolvent

Procedure

A solution of 0.244 g. of ethylene oxide in 30 ml. of methanol at dry-ice temperature is added to an ice cold solution of 2.25 g. of 4-(3-trifluoromethylsulfinyl-5H-dibenzo[a,d]cyclohepten-5-ylidene)piperidine in 15 ml. of chloroform and 75 ml. of methanol. The solution is stirred at ambient temperature overnight. A second quantity (0.25 g.) of ethylene oxide is added as before and the mixture is again stirred overnight. The mixture is concentrated to dryness and the residue is coevaporated in vacuo several times with acetonitrile. The product is recrystallized several times from acetonitrile to give 1-hydroxyethyl-4-(3-trifluoromethylsulfinyl-5H-dibenzo[a,d]cyclohepten-5-ylidene)piperidine.

Workup

  1. waitis again stirred overnight
  2. concentrationThe mixture is concentrated to dryness
  3. customThe product is recrystallized several times from acetonitrile

Sources & evidence

ORD record
ord-7d19a75198644722b6167c78a51a9bd2
Source dataset
uspto-grants-1979_01
Patent number
US04132796

Reaction notes

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