Water → HCID 19785206, compound

HRID 256536Notes

Reaction equation

HRID 256536 reaction equation
[CH3:1][N:2]1[CH2:8][CH2:7][C:6]2[CH:9]=[CH:10][NH:11][C:5]=2[CH:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:3]1.[Br:18]N1C(=O)CCC1=O.O>O1CCCC1>[Br:18][C:10]1[NH:11][C:5]2[CH:4]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH2:3][N:2]([CH3:1])[CH2:8][CH2:7][C:6]=2[CH:9]=1

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 19785207HCID 19785207, compound

Product 1

HCID 19785206HCID 19785206, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 1,4,5,6,7,8-hexahydro-6-methyl-8-phenylpyrrolo[2,3-d]azepine (0.238 g) in tetrahydrofuran (30 ml) was cooled to -70° C. N-Bromosuccinimide (0.188 g) in tetrahydrofuran (3 ml) was added dropwise over 10 minutes, allowing the temperature to reach -10° C. over 40 minutes. Water was added and the product was extracted into ethyl acetate. The extracts were washed with water, dried and evaporated to give the title product as a solid, m.p. 132°-133° C. (acetonitrile).

Workup

  1. extractionthe product was extracted into ethyl acetate
  2. washThe extracts were washed with water
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-4719db2facf14bb18ccaa929777d25a4
Source dataset
uspto-grants-1993_11
Patent number
US05258378

Reaction notes

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