Dimethylformamide → HCID 20636303, compound

HRID 49358Notes

Reaction equation

[Si:1]([O:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:21]=[CH:22][C:23]=1[CH2:24][O:25][Si:26]([C:29]([CH3:32])([CH3:31])[CH3:30])([CH3:28])[CH3:27])[O:13][CH2:14][C:15]1[S:19][CH:18]=[C:17](Br)[CH:16]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C([Li])CCC.CN(C)[CH:40]=[O:41]>>[Si:1]([O:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:21]=[CH:22][C:23]=1[CH2:24][O:25][Si:26]([C:29]([CH3:32])([CH3:31])[CH3:30])([CH3:28])[CH3:27])[O:13][CH2:14][C:15]1[S:19][CH:18]=[C:17]([CH:40]=[O:41])[CH:16]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

Reactant 3

HCID 6228Dimethylformamide

HCID 20636302HCID 20636302, compound

HCID 178418339Butyllithium

Product 1

HCID 20636303HCID 20636303, compound

Procedure

In a manner similar to that of Example 9(g), by reaction of 34 g (61 mmol) of 5-[3,4-bis(tert-butyldimethylsilanyloxymethyl)phenoxymethyl]-3-bromothiophene with 27 mL (67 mmol) of 2.5 M butyllithium and 5.2 mL (67 mmol) of dimethylformamide, the crude product obtained (33.8 g; Y=99%) is in the form of a brown oil.

Sources & evidence

ORD record: ord-eaf5d2b26f534dcea8c69e95a67a9e37
Source dataset: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06706725B1

Reaction notes

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