2,8-Dibromodibenzothiophene → Tert-butyl 3-(3-bromophenyl)propylcarbamate

HRID 2400771Notes

Reaction equation

HRID 2400771 reaction equation
BrC1C=[CH:14][C:5]2S[C:7]3[CH:12]=[CH:11][C:10]([Br:13])=[CH:9][C:8]=3[C:4]=2C=1.CC1(C)C(C)(C)OB(C2C=C(CCC[NH:33][C:34](=[O:40])[O:35][C:36]([CH3:39])([CH3:38])[CH3:37])C=CC=2)O1>>[Br:13][C:10]1[CH:9]=[C:8]([CH2:4][CH2:5][CH2:14][NH:33][C:34](=[O:40])[O:35][C:36]([CH3:39])([CH3:38])[CH3:37])[CH:7]=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 6311202,8-DibromodibenzothiopheneHCID 592684721206480-72-9

Product 1

HCID 57219374Tert-butyl 3-(3-bromophenyl)propylcarbamate

Procedure

Intermediate 2,8-di(tert-butyl 3-phenylpropylcarbamate)benzothiophene was synthesized by Suzuki reaction of 2,8-dibromodibenzothiophene and tert-butyl 3-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propylcarbamate, which was obtained from tert-butyl 3-(3-bromophenyl)propylcarbamate. Compound 116 was obtained following similar de-protection reaction condition in route 2.

Sources & evidence

ORD record
ord-88d7bcaf36e4466b807b51afbc811f6f
Source dataset
uspto-grants-2014_08
Patent number
US08796275B2

Reaction notes

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