Hydrochloric Acid → HCID 70402002, compound

HRID 1731826Notes

Reaction equation

HRID 1731826 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:15][C:8]3([CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]3)[C:7]([CH2:17][CH2:18][CH2:19][N:20]([CH3:22])[CH3:21])(O)[C:6]=2[CH:23]=1.[ClH:24]>C(O)C>[ClH:24].[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:15][C:8]3([CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]3)[CH:7]([CH:17]=[CH:18][CH2:19][N:20]([CH3:21])[CH3:22])[C:6]=2[CH:23]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 13732942HCID 13732942, compound

Product 1

HCID 70402002HCID 70402002, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2.58 g of 5-bromo-3-(3-dimethylaminopropyl)-3-hydroxy-spiro[benzofuran-2(3H),1'-cycloheptane] in 60 ml of absolute ethanol containing 5 ml of concentrated hydrochloric acid was refluxed under nitrogen for 1 hour, at which point TLC showed no starting material. The mixture was concentrated in vacuo to a solid. This material was triturated with ether, filtered and dried to afford 2.45 g of a solid, m.p. 207.5°-212° C. This material was combined with another batch of crude salt previously prepared in a similar manner. Recrystallization twice from absolute ethanol/ether afforded 1.38 g of a solid, m.p. 215°-217.5° C.

Workup

  1. concentrationThe mixture was concentrated in vacuo to a solid
  2. customThis material was triturated with ether
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-6cf84561dd344efa8232bcfc8e6752fb
Source dataset
uspto-grants-1986_11
Patent number
US04623657

Reaction notes

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