Diboron → 4H-1,3-Benzodioxin-2-methanamine, 6-chloro-N-methyl-4-phenyl-, hydrochloride, cis-

HRID 1438729Notes

Reaction equation

HRID 1438729 reaction equation
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]2[O:6][C@H:7]([C:16]([NH:18][CH3:19])=O)[O:8][C@H:9]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[C:4]=2[CH:3]=1.B#B>C1COCC1>[ClH:1].[Cl:1][C:2]1[CH:21]=[CH:20][C:5]2[O:6][C@H:7]([CH2:16][NH:18][CH3:19])[O:8][C@H:9]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 6328200DiboronHCID 22799981HCID 22799981, compound

Product 1

HCID 30497004H-1,3-Benzodioxin-2-methanamine, 6-chloro-N-methyl-4-phenyl-, hydrochloride, cis-

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution, under nitrogen, of 8.0 g (26.4 mmoles) of cis-6-chloro-N-methyl-4-phenyl-1,3-benzodioxan-2-carboxamide was added dropwise, at room temperature, 150 ml (150 mmoles) of diborane (1M as BH3) in THF solution. After addition was complete, the solution was stirred and refluxed for 21 hours.

Workup

  1. additionAfter addition
  2. temperaturerefluxed for 21 hours

Sources & evidence

ORD record
ord-a9f83d31989a46ec93b080c4b94f3b43
Source dataset
uspto-grants-1977_11
Patent number
US04056540

Reaction notes

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