Ethyl 5-bromovalerate → ethyl 5-(9H-carbazol-2-yloxy)-pentanoate

HRID 1636075Notes

Reaction equation

HRID 1636075 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].[OH:11][C:12]1[CH:24]=[CH:23][C:22]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[NH:15][C:14]=2[CH:13]=1>>[CH:13]1[C:14]2[NH:15][C:16]3[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:22]=2[CH:23]=[CH:24][C:12]=1[O:11][CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7]

Participants

3

Reactant 2

HCID 84580Ethyl 5-bromovalerateHCID 935512-Hydroxycarbazole

Product 1

HCID 18674670ethyl 5-(9H-carbazol-2-yloxy)-pentanoateYield 34.3%

Procedure

In a manner analogous to that of example 6(a), ethyl 5-bromo-pentanoate (685 mg, 3.28 mmol) was reacted with 2-hydroxycarbazole (600 mg, 3.28 mmol) to give ethyl 5-(9H-carbazol-2-yloxy)-pentanoate (350 mg, 34%) as a colorless solid. MS (MH+)310.

Sources & evidence

ORD record
ord-1760b067aa36470aa2f10a2f320e07d0
Source dataset
uspto-grants-2003_01
Patent number
US06512123B2

Reaction notes

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