Potassium Carbonate → 4(4-Bromobenzyl)-3,4,5,6-tetrahydro-1H-benzo[f][1,4]oxazocine

HRID 1429366Notes

Reaction equation

HRID 1429366 reaction equation
FC(F)(F)C(O)=O.Br[CH2:9][C:10]1[CH:28]=[CH:27][CH:26]=[CH:25][C:11]=1[CH2:12][O:13][CH2:14][CH:15]([NH2:24])[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([Br:23])=[CH:19][CH:18]=1.C([O-])([O-])=O.[K+].[K+]>C1COCC1>[Br:23][C:20]1[CH:21]=[CH:22][C:17]([CH2:16][CH:15]2[NH:24][CH2:9][C:10]3[CH:28]=[CH:27][CH:26]=[CH:25][C:11]=3[CH2:12][O:13][CH2:14]2)=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 673822521((2-(Bromomethyl)benzyl)oxy)-3-(4-bromophenyl)propan-2-amine trifluoroacetic acid salt

Product 1

HCID 674173634(4-Bromobenzyl)-3,4,5,6-tetrahydro-1H-benzo[f][1,4]oxazocineYield 86%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of compound 3k (1.6 g, 3.9 mmol) and K2CO3 (1.6 g, 12 mmol) in dry THF (30 mL) was stirred at rt overnight. LCMS indicated the total consumption of compound 3k. The reaction mixture was filtered and the filtrate was evaporated in vacuum to give 3l as a white solid (1.1 g, 86% yield).

Workup

  1. customthe total consumption of compound 3k
  2. filtrationThe reaction mixture was filtered
  3. customthe filtrate was evaporated in vacuum

Sources & evidence

ORD record
ord-171454f8bf764c998f04d306ce529fd9
Source dataset
uspto-grants-2015_01
Patent number
US08940722B2

Reaction notes

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