2-Bromobenzoyl chloride → HCID 67465495, compound

HRID 2281177Notes

Reaction equation

HRID 2281177 reaction equation
[H-].[Na+].[C:3]1([C:9]2[O:10][CH:11]=[C:12]3[C:20]4[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=4[NH:14][C:13]=23)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C1OCCOCCOCCOCCOC1.[Br:36][C:37]1[CH:45]=[CH:44][CH:43]=[CH:42][C:38]=1[C:39](Cl)=[O:40]>C1COCC1>[Br:36][C:37]1[CH:45]=[CH:44][CH:43]=[CH:42][C:38]=1[C:39]([N:14]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=2[C:12]2=[CH:11][O:10][C:9]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=3)=[C:13]12)=[O:40]

Participants

6

Reactant 4

HCID 235422-Bromobenzoyl chlorideHCID 24758Sodium hydrideHCID 3633615-Crown-5HCID 67464347HCID 67464347, compound

Product 1

HCID 67465495HCID 67465495, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

2.1 g (52.5 mmol) of NaH (60% in mineral oil) are dissolved in 500 ml of THF under a protective-gas atmosphere. 11.5 g (50 mmol) of 3-phenyl-4H-furo[3,4-b]indole and 11.5 g (52.5 mmol) of 15-crown-5, dissolved in 200 ml of THF, are added. After 1 h at room temperature, a solution of 12 g (55 mmol) of 2-bromobenzoyl chloride in 250 ml of THF is added dropwise.

Workup

  1. additionare added

Sources & evidence

ORD record
ord-b30baa7396d049719684883c2b09fc4d
Source dataset
uspto-grants-2015_09
Patent number
US09139582B2

Reaction notes

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