Methanol → HCID 59156757, compound

HRID 1694594Notes

Reaction equation

HRID 1694594 reaction equation
[Br:1][C:2]1[C:3]([OH:14])=[C:4]([CH:7]=[C:8]([C:10]([CH3:13])([CH3:12])[CH3:11])[CH:9]=1)[CH:5]=[O:6].[CH2:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[OH-].C([N+](CCCC)(CCCC)CCCC)CCC.CO>C(Cl)Cl>[CH2:15]([O:14][C:3]1[C:2]([Br:1])=[CH:9][C:8]([C:10]([CH3:11])([CH3:13])[CH3:12])=[CH:7][C:4]=1[CH:5]=[O:6])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 7498Benzyl Bromide2×HCID 2723671Tetrabutylammonium HydroxideHCID 71720963-Bromo-5-tert-butyl-2-hydroxybenzaldehyde2×

Product 1

HCID 59156757HCID 59156757, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

step 1—Benzylation of 3-bromo-5-tert-butyl-2-hydroxy benzaldehyde (36a) with benzyl bromide is accomplished treating 36a with benzyl bromide and tetrabutylammonium hydroxide in a biphasic system comprised of MeOH and DCM to afford 2-benzyloxy-3-bromo-5-tert-butyl-benzaldehyde (36b).

Sources & evidence

ORD record
ord-bb031bc928fe4e9daaacb285d3b1c19d
Source dataset
uspto-grants-2012_04
Patent number
US08158803B2

Reaction notes

Loading…