2-Bromoethanol → HCID 19622756, compound

Reaction equation

[CH2:1]([O:3]C1C=C(C=O)C=C(O)C=1C(OC)=O)[CH3:2].[OH:17][C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][C:25]=1[O:26][CH3:27])[CH:21]=[O:22].BrCCO>>[OH:3][CH2:1][CH2:2][O:17][C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][C:25]=1[O:26][CH3:27])[CH:21]=[O:22]

Participants

Reactant 3

HCID 108982-Bromoethanol

HCID 12127Isovanillin

HCID 86669344HCID 86669344, compound

Product 1

HCID 19622756HCID 19622756, compoundYield 62.5%

Procedure

Followed procedure described in Intermediate 8, step 1 starting from 3-hydroxy-4-methoxybenzaldehyde and 2-bromoethanol with the reaction conditions of 90° C. overnight. Isolated 400 mg, yield 62.5%.

Workup

customIsolated 400 mg, yield 62.5%

Sources & evidence

ORD record: ord-7b3f2b248fbb49ffa3f19ce078df0aa8
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08946434B2

Reaction notes

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