Isobutyraldehyde → HCID 22606962, compound

HRID 2307592Notes

Reaction equation

[Si:1]([O:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:29]=[CH:30][C:31]=1[CH2:32][O:33][Si:34]([C:37]([CH3:40])([CH3:39])[CH3:38])([CH3:36])[CH3:35])[CH2:13][O:14][C:15]1[CH:16]=[C:17]([C:21]2[CH:26]=[CH:25][C:24](Br)=[CH:23][C:22]=2[CH3:28])[CH:18]=[CH:19][CH:20]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C([Li])CCC.[CH3:46][CH:47]([CH3:50])[CH:48]=[O:49]>>[Si:1]([O:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:29]=[CH:30][C:31]=1[CH2:32][O:33][Si:34]([C:37]([CH3:40])([CH3:39])[CH3:38])([CH3:36])[CH3:35])[CH2:13][O:14][C:15]1[CH:16]=[C:17]([C:21]2[CH:26]=[CH:25][C:24]([CH:48]([OH:49])[CH:47]([CH3:50])[CH3:46])=[CH:23][C:22]=2[CH3:28])[CH:18]=[CH:19][CH:20]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

Reactant 3

HCID 6561Isobutyraldehyde

HCID 22606902HCID 22606902, compound

HCID 178418339Butyllithium

Product 1

HCID 22606962HCID 22606962, compound

Procedure

In a manner similar to that of Example 27(f), by reaction of 2 g (3.1 mmol) of 3′-[3,4-bis-(tert-butyldimethylsilanyloxymethyl)benzyloxy]-4-bromo-2-methylbiphenyl with 1.4 mL (3.5 mmol) of 2.5 M butyllithium and 400 μl (37 mmol) of 2-methylpropionaldehyde, the desired product is obtained in the form of a colourless oil (m=1.1 g; Y=56%).

Sources & evidence

ORD record: ord-dfea5f432f9d4d7c9efebdd34af9d392
Source dataset: uspto-grants-2004_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06831106B1

Reaction notes

Loading…