Bromine → HCID 18385950, compound

HRID 2298309Notes

Reaction equation

HRID 2298309 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[O:12][C:13]3([CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)[C:14](=[O:16])[CH:15]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[Br:22]Br>C(O)(=O)C>[Br:22][C:15]1[C:14](=[O:16])[C:13]2([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]2)[O:12][C:11]=1[C:8]1[CH:7]=[CH:6][C:5]([S:2]([CH3:1])(=[O:4])=[O:3])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 18386067HCID 18386067, compound

Product 1

HCID 18385950HCID 18385950, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

50 mg of 2-{4-(methylsulfonyl)phenyl}-1-oxa-spiro[4,5]dec-2-en-4-one was reacted with bromine (0.5 ml) in the presence of 0.1 ml acetic acid to yield 68 mg of 3-bromo-2-{4-(methylsulfonyl)phenyl}-1-oxa-spiro[4,5]dec-2-en-4-one by following a procedure similar to the procedure in Step 5 of Example 53. mp: 163-164° C. NMR: δ1.79 (m, 10H), 3.11 (s, 3H), 8.10 (d, J=8.1 Hz, 2H), 8.40 (d, J=8.1 Hz, 2H). IR (cm−1): 2936, 1709, 1583, 1316, 1149, 912, 744.

Sources & evidence

ORD record
ord-da75b9b574984adb845be5b40438f2b1
Source dataset
uspto-grants-2002_12
Patent number
US06492416B1

Reaction notes

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