N-bromobutanimide → HCID 67805967, compound

HRID 1975079Notes

Reaction equation

HRID 1975079 reaction equation
[Br:1]N1C(=O)CCC1=O.[CH3:9][C:10]1([CH3:20])[C:18]2[CH:13]([O:14][CH:15]=[CH:16][CH:17]=2)[C:12](=[O:19])[S:11]1>ClCCl>[Br:1][C:16]1[CH:17]=[C:18]2[C:10]([CH3:20])([CH3:9])[S:11][C:12](=[O:19])[CH:13]2[O:14][CH:15]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 67806046HCID 67806046, compound

Product 1

HCID 67805967HCID 67805967, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N-Bromosuccinimide (15.0 g, 84.3 mmol) was added to a solution of 5,6-dihydro-5,5-dimethyl-7H-thieno-[3,4-b]pyran-7-one (15.0 g, 82.6 mmol) in dichloromethane (300 mL) at 0° C., and the resultant solution was stirred for 2 h at 0° C. The solution was washed with water and dried over magnesium sulfate. The solvent was evaporated in vacuo to give the product as a dark grey solid, 15.1 g (70%), mp 63°-72° C.; IR(neat): 1694, 1558 and 1438 cm-1 : MS: m/z 261 (MH+); 1H NMR(CDCl3): δ 1.47 (s, 6H), 2.63 (s, 2H),7.99 (s, 1H).

Workup

  1. washThe solution was washed with water
  2. dry with materialdried over magnesium sulfate
  3. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-91bef2b6179a47c5a3cea9aab55b6e4f
Source dataset
uspto-grants-1994_02
Patent number
US05284857

Reaction notes

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