Hydrogen Bromide → HCID 20279338, compound

HRID 1632998Notes

Reaction equation

HRID 1632998 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-f610e6ade76248ffa66e2caedce930a7
Source dataset
uspto-grants-1984_10
Patent number
US04478847

Reaction notes

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