Carbon tetrabromide → tert-Butyl 3-bromopropionate

HRID 469718

反応式

HRID 469718 の反応式
[C:1]([O:5][C:6](=[O:10])[CH2:7][CH2:8]O)([CH3:4])([CH3:3])[CH3:2].C(Br)(Br)(Br)[Br:12].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(#N)C>[C:1]([O:5][C:6](=[O:10])[CH2:7][CH2:8][Br:12])([CH3:4])([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 16218743tert-Butyl 3-hydroxypropanoate

生成物 1

HCID 256128tert-Butyl 3-bromopropionate

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

3-Hydroxy-propionic acid tert-butyl ester is dissolved in acetonitrile and carbon tetrabromide and triphenylphosphine is added. The mixture is stirred at room temperature overnight. After this time the mixture is concentrated in vacuo. The gummy solid is triturated with hexanes and the liquid decanted, passed through pad of silica to remove any triphenylphosphine oxide, and concentrated in vacuo. 1H NMR (400 MHz, CHLOROFORM-d) ppm 1.3 (9H, s), 2.06-2.27 (2H, m), 4.07-4.25 (2H, m).

後処理

  1. concentrationAfter this time the mixture is concentrated in vacuo
  2. customThe gummy solid is triturated with hexanes
  3. customthe liquid decanted
  4. customto remove any triphenylphosphine oxide
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-dcb257f0551e46a2852671ecd9f8e2c7
出典データセット
uspto-grants-2014_01
特許番号
US08629157B2

関連ノート

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