3-((8-(1,3-Dioxolan-2-yl)octyl)oxy)-5-bromobenzaldehyde → (3-((8-(1,3-Dioxolan-2-yl)octyl)oxy)-5-bromophenyl)(phenyl)methanol

HRID 332661Notes

Reaction equation

HRID 332661 reaction equation
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][C:15]1[CH:16]=[C:17]([CH:20]=[C:21]([Br:23])[CH:22]=1)[CH:18]=[O:19].[C:24]1([Mg]Br)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.S1C=CC=C1[Mg]Br>>[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][C:15]1[CH:16]=[C:17]([CH:18]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[OH:19])[CH:20]=[C:21]([Br:23])[CH:22]=1

Participants

4

Reactant 3

HCID 866769003-((8-(1,3-Dioxolan-2-yl)octyl)oxy)-5-bromobenzaldehydeHCID 178418255HCID 178418255, compoundHCID 178418438HCID 178418438, compound

Product 1

HCID 71093167(3-((8-(1,3-Dioxolan-2-yl)octyl)oxy)-5-bromophenyl)(phenyl)methanol

Procedure

The title compound was prepared as described in Example 10 Step 2 with 3-((8-(1,3-dioxolan-2-yl)octyl)oxy)-5-bromobenzaldehyde and phenylmagnesium bromide replacing 3-(8-(1,3-dioxolan-2-yl)octyloxy)benzaldehyde and 2-thienylmagnesium bromide, respectively.

Sources & evidence

ORD record
ord-e6f785cba94345b28d92e46b0237d433
Source dataset
uspto-grants-2014_11
Patent number
US08877774B2

Reaction notes

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