Hydrogen Bromide → HCID 70393202, compound

HRID 1193681Notes

Reaction equation

HRID 1193681 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)[CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:4][CH:3]=1.[CH2:22]([O:24][C:25](=[O:37])[C:26]1[CH:31]=[CH:30][C:29]([O:32][CH2:33][CH2:34][CH2:35]Cl)=[CH:28][CH:27]=1)[CH3:23].[BrH:38]>[I-].[K+].C(O)(=O)C>[BrH:38].[CH2:22]([O:24][C:25](=[O:37])[C:26]1[CH:31]=[CH:30][C:29]([O:32][CH2:33][CH2:34][CH2:35][N:12]2[CH2:13][CH2:14][CH:9]([CH:8]([C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)[C:15]3[CH:16]=[CH:17][C:18]([F:21])=[CH:19][CH:20]=3)[CH2:10][CH2:11]2)=[CH:28][CH:27]=1)[CH3:23]

Participants

6

Reactant 3

HCID 260Hydrogen BromideHCID 132505444-[Bis(4-fluorophenyl)methyl]piperidineHCID 18348522Ethyl 4-(3-chloropropoxy)benzoate

Product 1

HCID 70393202HCID 70393202, compoundYield 20%

Reagents, catalysts & solvents 2

HCID 4875Potassium IodideCatalystHCID 176Acetic AcidSolvent

Procedure

Following the procedure of Example 14, 4-[bis(4-fluorophenyl)methyl]piperidine and 4-(3-chloropropoxy)benzoic acid ethyl ester were reacted using potassium iodide as catalyst to give the free base which was reacted with hydrogen bromide in glacial acetic acid. The oil was stripped to dryness and the solid obtained was recrystallized from isopropyl alcohol-diethyl ether to give the white salt in 20% yield, m.p. 142°-144° C.

Workup

  1. customwere reacted
  2. customto give the free base which
  3. customthe solid obtained
  4. customwas recrystallized from isopropyl alcohol-diethyl ether
  5. customto give the white salt in 20% yield, m.p. 142°-144° C.

Sources & evidence

ORD record
ord-e5532163dd65492fbb0e6bb3841cc11c
Source dataset
uspto-grants-1989_03
Patent number
US04810713

Reaction notes

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