Diethyl Ether → HCID 89686408、化合物

HRID 520427ノート

反応式

HRID 520427 の反応式
[CH3:1][C:2]([CH3:5])([O-:4])[CH3:3].[K+].Br[C:8](C)(C)[C:9]([NH:11][C:12]([CH3:15])([CH3:14])[CH3:13])=O.C[CH2:19][O:20]CC.[CH2:23]1COCC1>>[C:12]([NH:11][C:9]([CH3:8])([CH3:23])[C:19]([O:4][C:2]([CH3:5])([CH3:3])[CH3:1])=[O:20])([CH3:13])([CH3:14])[CH3:15]

参加物

5

反応物 4

HCID 3283Diethyl EtherHCID 8028TetrahydrofuranHCID 10878723Propanamide, 2-bromo-N-(1,1-dimethylethyl)-2-methyl-HCID 23665647Potassium tert-butoxide2 回

生成物 1

HCID 89686408HCID 89686408、化合物

実験手順

A 1M solution of potassium tert-butoxide (3.00 mL, 3.00 mmol) in THF was added to a cold (0° C.) stirred solution of 2-bromo-N-(tert-butyl)-2-methylpropanamide (0.666 g, 3 mmol) in an. ether (30 mL) and the mixture was stirred at 0° C. for 2-3 h. Then 2nd equivalent of potassium tert-butoxide (3.00 mL, 3.00 mmol) was added and the mixture allowed to warm to rt and stirred overnight. The reaction was quenched with satd. NH4Cl, the organic layer was separated and washed with water, brine and dried (Na2SO4). The crude isolate was purified by silica gel FCC (3% MeOH in DCM) to afford tert-butyl 2-(tert-butylamino)-2-methylpropanoate (365 mg) as a light brown oil. 1H NMR (500 MHz, CHLOROFORM-d) δ ppm 1.93 (br. s, 7H), 1.46 (s, 9H), 1.14 (s, 9H).

後処理

  1. customThe reaction was quenched with satd
  2. customNH4Cl, the organic layer was separated
  3. washwashed with water, brine
  4. dry with materialdried (Na2SO4)
  5. customThe crude isolate
  6. customwas purified by silica gel FCC (3% MeOH in DCM)

出典と根拠

ORDレコード
ord-f39283f0c124424b96eca0e631e85c25
出典データセット
uspto-grants-2016_05
特許番号
US09326973B2

反応ノート

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