1-Bromo-2-methylpropane → HCID 54419340, compound

HRID 1289083Notes

Reaction equation

[CH3:1][CH:2](C)[CH2:3][Mg]Br.[CH3:7]C(C)CBr.[Mg].[C:13]([C:16]1[S:17][CH:18]=[CH:19][C:20]=1[NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])(=[O:15])[CH3:14].[Cl-].[NH4+]>O1CCCC1>[OH:15][C:13]([C:16]1[S:17][CH:18]=[CH:19][C:20]=1[NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])([CH3:7])[CH2:14][CH:2]([CH3:3])[CH3:1]

Participants

Conditions

Temperature: 10 °C

Procedure

A tetrahydrofuran solution of 2-methylpropylmagnesiumbromide prepared from 2.9 g of 2-methylpropylbromide, 0.47 g of magnesium and 20 ml of tetrahydrofuran was cooled to 10° C., a solution containing 1 g of 2-acetyl-3-t-butyloxycarbonylaminothiophene in 10 ml of tetrahydrofuran was dropwise added at 15° C. or less, and the mixture was stirred at room temperature for 2 hours. Thereafter a saturated aqueous ammonium chloride solution was dropwise added under cooling. The reaction mixture was extracted with ethyl acetate, washed with a saturated aqueous sodium chloride solution and dried over anhydrous sodium solfate. The solvent was distilled off under reduced pressure to obtain 1.2 g of the product. The yield was 98%.

Workup

additionwas dropwise added at 15° C. or less
temperatureunder cooling
extractionThe reaction mixture was extracted with ethyl acetate
washwashed with a saturated aqueous sodium chloride solution
dry with materialdried over anhydrous sodium solfate
distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record: ord-201853f512e74500963d436256cb310d
Source dataset: uspto-grants-1998_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05747518

Reaction notes

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