Carbon tetrabromide → tert-Butyl 3-bromopropionate

HRID 469718

반응식

HRID 469718 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 256128tert-Butyl 3-bromopropionate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-dcb257f0551e46a2852671ecd9f8e2c7
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629157B2

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