Methylamine → Benzo[1,3]dioxol-5-ylmethyl-(3-methylamino-propyl)-carbamic acid tert-butyl ester

HRID 1170466ノート

反応式

HRID 1170466 の反応式
[C:1]([O:5][C:6](=[O:22])[N:7]([CH2:12][C:13]1[CH:21]=[CH:20][C:16]2[O:17][CH2:18][O:19][C:15]=2[CH:14]=1)[CH2:8][CH2:9][CH2:10]Br)([CH3:4])([CH3:3])[CH3:2].[CH3:23][NH2:24]>>[C:1]([O:5][C:6](=[O:22])[N:7]([CH2:12][C:13]1[CH:21]=[CH:20][C:16]2[O:17][CH2:18][O:19][C:15]=2[CH:14]=1)[CH2:8][CH2:9][CH2:10][NH:24][CH3:23])([CH3:4])([CH3:3])[CH3:2]

参加物

3

反応物 2

HCID 6329MethylamineHCID 59551900Benzo[1,3]dioxol-5-ylmethyl-(3-bromo-propyl)-carbamic acid tert-butyl ester

生成物 1

HCID 46899438Benzo[1,3]dioxol-5-ylmethyl-(3-methylamino-propyl)-carbamic acid tert-butyl ester収率 91.3%

実験手順

Benzo[1,3]dioxol-5-ylmethyl-(3-bromo-propyl)-carbamic acid tert-butyl ester (23.0 g, 61.8 mmol) was diluted in methylamine (2.00M in THF, 300 mL, 600 mmol) at rt under an atmosphere of nitrogen and stirred at ambient temperature for 16 h. The solvent was evaporated and saturated sodium carbonate solution was added. The solution was extracted with ethyl acetate (2×150 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give 18.2 g (91%) of benzo[1,3]dioxol-5-ylmethyl-(3-methylamino-propyl)-carbamic acid tert-butyl ester as a clear oil. [M+H]+ 323.09.

後処理

  1. customThe solvent was evaporated
  2. additionsaturated sodium carbonate solution was added
  3. extractionThe solution was extracted with ethyl acetate (2×150 mL)
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-7053a8132f22469a88e29cfda2aa7bca
出典データセット
uspto-grants-2010_11
特許番号
US07825256B2

反応ノート

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