Bromine → HCID 88627616, compound

HRID 1194918Notes

Reaction equation

HRID 1194918 reaction equation
[CH2:1]1[CH:10]2[CH:5]([CH2:6][CH2:7][CH2:8][CH2:9]2)[CH2:4][CH2:3][CH:2]1[O:11]/[N:12]=[C:13](/[C:19](=[O:21])[CH3:20])\[C:14]([O:16][CH2:17][CH3:18])=[O:15].[Br:22]Br>C(Cl)(Cl)(Cl)Cl>[Br:22][CH2:20][C:19](=[O:21])/[C:13](=[N:12]/[O:11][CH:2]1[CH2:3][CH2:4][CH:5]2[CH:10]([CH2:9][CH2:8][CH2:7][CH2:6]2)[CH2:1]1)/[C:14]([O:16][CH2:17][CH3:18])=[O:15]

Participants

4

Reactant 2

HCID 24408BromineHCID 140352856HCID 140352856, compound

Product 1

HCID 88627616HCID 88627616, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Ethyl (Z)-2-(decahydronaphth-2-yloxyimino)-3-oxobutyrate (1.7 g) in carbon tetrachloride (10 ml) was treated with bromine (0.29 ml). The mixture was stirred at room temperature for lh, then the solvent was evaporated under reduced pressure. The residue was dissolved in ether, washed with water, dried (MgSO4) and evaporated under reduced pressure. The title compound (0.7 g) was isolated by flash chromatography on silica eluting with chloroform:carbon tetrachloride. δH (CDCl3) 1.33 (3H, t), 1.10-2.00 (16H, m), 6.35 (2H, s), 4.40 (2H, q), and 4.40 (1H, m).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. dissolutionThe residue was dissolved in ether
  3. washwashed with water
  4. dry with materialdried (MgSO4)
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-f9eef019d7334991b33265467a8ef3ad
Source dataset
uspto-grants-1989_03
Patent number
US04816452

Reaction notes

Loading…