5-Fluorosalicylaldehyde → HCID 103616254, compound

HRID 1481990Notes

Reaction equation

[F:1][C:2]1[CH:3]=[CH:4][C:5]([OH:10])=[C:6]([CH:9]=1)[CH:7]=[O:8].[CH2:11](OC1C=CC=CC=1CO)[CH2:12][CH:13]=[CH2:14]>>[CH2:14]([O:10][C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:9][C:6]=1[CH2:7][OH:8])[CH2:13][CH:12]=[CH2:11]

Participants

Reactant 2

HCID 27373285-Fluorosalicylaldehyde

HCID 29006164HCID 29006164, compound

Product 1

HCID 103616254HCID 103616254, compoundYield 39%

Procedure

Prepared from 5-fluoro-2-hydroxybenzaldehyde in 39% yield following the same procedure as (2-(but-3-en-1-yloxy)phenyl)methanol. 1H NMR (400 MHz, CDCl3) δ 7.03 (dd, J=8.7, 3.1 Hz, 1H), 6.94 (td, J=8.5, 3.0 Hz, 1H), 6.80 (dd, J=9.0, 4.3 Hz, 1H), 5.90 (ddt, J=17.1, 10.3, 6.8 Hz, 1H), 5.26-5.09 (m, 2H), 4.65 (d, J=6.8 Hz, 2H), 4.06 (t, J=6.3 Hz, 2H), 2.66-2.53 (m, 2H), 2.40 (t, J=6.8 Hz, 1H).

Sources & evidence

ORD record: ord-1ff2a9134b834bd9bfe9be785e931972
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09409922B2

Reaction notes

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