Hydrogen Bromide → HCID 20279338, compound

HRID 1248326Notes

Reaction equation

HRID 1248326 reaction equation
[Br:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]3([CH:19](C#N)[C:18](=[O:22])[NH:17][C:16]3=[O:23])[C:8]2=[O:24])=[C:4]([F:27])[CH:3]=1.Br.O>C(O)(=O)C>[Br:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]3([CH2:19][C:18](=[O:22])[NH:17][C:16]3=[O:23])[C:8]2=[O:24])=[C:4]([F:27])[CH:3]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 962WaterHCID 20279332HCID 20279332, compound

Product 1

HCID 20279338HCID 20279338, compoundYield 26.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1'-(4-bromo-2-fluorobenzyl)-4-cyano-spiro-[pyrrolidine-3,3'-indoline]-2,2',5-trione (1.0 g.) was heated under reflux in 48% w/w hydrogen bromide in acetic acid (30 ml.) for 90 minutes. The solution was poured into water (120 ml.). The precipitate was collected, washed with water (100 ml.), air dried and recrystallised twice from 2-propanol to give 1'-(4-bromo-2-fluorobenzyl)-spiro[pyrrolidine-3,3'-indoline]-2,2',5-trione (0.25 g.), m.p. 218°-220° C.

Workup

  1. customThe precipitate was collected
  2. washwashed with water (100 ml.), air
  3. customdried
  4. customrecrystallised twice from 2-propanol

Sources & evidence

ORD record
ord-5e1fcfebc5d245a7b8e20b0faa29e307
Source dataset
uspto-grants-1985_06
Patent number
US04523021

Reaction notes

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