Bromine → 5-bromo-3-tert-butyl-2-hydroxybenzaldehyde

HRID 2390797Notes

Reaction equation

HRID 2390797 reaction equation
[C:1]([C:5]1[C:6]([OH:13])=[C:7]([CH:10]=[CH:11][CH:12]=1)[CH:8]=[O:9])([CH3:4])([CH3:3])[CH3:2].[Br:14]Br>C(Cl)Cl>[Br:14][C:11]1[CH:12]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[C:6]([OH:13])=[C:7]([CH:10]=1)[CH:8]=[O:9]

Participants

4

Reactant 2

HCID 24408BromineHCID 36786753-tert-Butyl-2-hydroxybenzaldehyde

Product 1

HCID 7970065-bromo-3-tert-butyl-2-hydroxybenzaldehyde

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

step 1—To a solution of 3-tert-butyl-2-hydroxybenzaldehyde (CASRN 24623-65-2, 5.00 g) DCM (20 mL) at 0° C. was added dropwise a solution of Br2 (1.45 mL) in DCM (15 mL) over a period of 30 min. After the addition was complete the reaction was stirred for 1 h before the organic volatiles were removed under reduced pressure to afford 7.23 g of 5-bromo-3-tert-butyl-2-hydroxybenzaldehyde (B-1b, R4=tert-Bu) as a light yellowish solid.

Workup

  1. additionAfter the addition
  2. customwere removed under reduced pressure

Sources & evidence

ORD record
ord-d2eece4e07dc4d999c0093653dd72255
Source dataset
uspto-grants-2012_09
Patent number
US08273773B2

Reaction notes

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