Triethylamine → 4-bromo-N-[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-chloro-5-methoxyphenyl]-butanamide

HRID 630407ノート

反応式

HRID 630407 の反応式
[Si:1]([O:8][CH2:9][C:10]1[C:16]([O:17][CH3:18])=[CH:15][C:13]([NH2:14])=[C:12]([Cl:19])[CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C(N(CC)CC)C.[Br:27][CH2:28][CH2:29][CH2:30][C:31](Cl)=[O:32].C(OCC)(=O)C>O1CCCC1>[Br:27][CH2:28][CH2:29][CH2:30][C:31]([NH:14][C:13]1[CH:15]=[C:16]([O:17][CH3:18])[C:10]([CH2:9][O:8][Si:1]([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2])=[CH:11][C:12]=1[Cl:19])=[O:32]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 702254-Bromobutyryl chlorideHCID 671456574-({[Tert-butyl(dimethyl)silyl]oxy}methyl)-2-chloro-5-methoxyaniline2 回

生成物 1

HCID 866772174-bromo-N-[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-chloro-5-methoxyphenyl]-butanamide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-chloro-5-methoxyaniline (intermediate 39; 0.75 g, 2.48 mmol) in tetrahydrofuran (20 mL) and triethylamine (0.38 mL, 2.73 mmol) was added under nitrogen atmosphere at 0° C. 4-bromobutanoyl chloride (0.32 mL, 2.76 mmol). The mixture was stirred for half an hour. Ethyl acetate was added to the mixture and the organic layer was washed with bicarbonate and brine, dried and the solvent was removed under reduced pressure. The title compound was obtained (97%) and it was used in the next step without further purification.

後処理

  1. washthe organic layer was washed with bicarbonate and brine
  2. customdried
  3. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-191337b7391a43d0825edefa616fc92a
出典データセット
uspto-grants-2016_04
特許番号
US09315463B2

反応ノート

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