Triethylamine → HCID 89751853, compound

HRID 1521796Notes

Reaction equation

HRID 1521796 reaction equation
[S:1]1[C:5]2[C:6]3[CH:14]=[CH:13][C:12]([C:15](=[O:19])[CH:16](Br)[Br:17])=[CH:11][C:7]=3[O:8][CH2:9][CH2:10][C:4]=2[CH:3]=[C:2]1[C:20](=[O:24])[CH:21](Br)[Br:22].CCN(CC)CC.P([O-])(OCC)OCC>C1COCC1>[S:1]1[C:5]2[C:6]3[CH:14]=[CH:13][C:12]([C:15](=[O:19])[CH2:16][Br:17])=[CH:11][C:7]=3[O:8][CH2:9][CH2:10][C:4]=2[CH:3]=[C:2]1[C:20](=[O:24])[CH2:21][Br:22]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 3780918DiethylphosphiteHCID 117797939HCID 117797939, compound

Product 1

HCID 89751853HCID 89751853, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 1,1′-(4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2,8-diyl)bis(2,2-dibromoethanone) (2d) (0.65 g, 1.08 mmol) in 20 ml THF at 0° C. was added Et3N (0.45 ml, 3.24 mmol) and diethyl phosphite (0.42 ml, 3.24 mmol). The reaction mixture was gradually warmed to room temperature and the mixture was stirred for 1 hr. The volatiles were removed under reduced pressure and the crude residue was washed with n-pentane to yield an yellow solid (2e) that was used in the next step without purification (0.42 g, 88%).

Workup

  1. customThe volatiles were removed under reduced pressure
  2. washthe crude residue was washed with n-pentane

Sources & evidence

ORD record
ord-4140f3bb670d4f6cbe55831464d443e4
Source dataset
uspto-grants-2015_07
Patent number
US09073942B2

Reaction notes

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