Triethylamine → HCID 90281983、化合物

HRID 1497546ノート

反応式

HRID 1497546 の反応式
Cl[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11].Cl.[NH2:18][CH2:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21].C(N(CC)CC)C>C(#N)C>[C:13]([O:12][C:10](=[O:11])[CH2:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[CH2:2][NH:18][CH2:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])([CH3:16])([CH3:15])[CH3:14]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 2725036Glycine tert-butyl ester hydrochlorideHCID 117787558HCID 117787558、化合物

生成物 1

HCID 90281983HCID 90281983、化合物収率 78.9%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
60 °C

実験手順

To a solution of tert-butyl [2-(chloromethyl)phenyl]acetate (2.31 g) in acetonitrile (23.1 mL) were added tert-butyl glycinate hydrochloride (2.41 g) and triethylamine (4.01 mL), followed by heating at 60° C. for 3 hours. The reaction suspension was concentrated under reduced pressure, then to the residue were added water and ethyl acetate, and the organic layer was extracted. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain tert-butyl N-[2-(2-tert-butoxy-2-oxoethyl)benzyl]glycinate (2.54 g).

後処理

  1. concentrationThe reaction suspension was concentrated under reduced pressure
  2. additionto the residue were added water and ethyl acetate
  3. extractionthe organic layer was extracted
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (hexane-ethyl acetate)

出典と根拠

ORDレコード
ord-cd91c40870c7472faade22b7f028fffc
出典データセット
uspto-grants-2015_12
特許番号
US09199927B2

反応ノート

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