Phosphorus tribromide → 6-(Bromomethyl)benzo[d]thiazole

HRID 2041213

반응식

HRID 2041213 반응식
[S:1]1[C:5]2[CH:6]=[C:7]([CH2:10]O)[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.P(Br)(Br)[Br:13]>C(OCC)C>[Br:13][CH2:10][C:7]1[CH:8]=[CH:9][C:4]2[N:3]=[CH:2][S:1][C:5]=2[CH:6]=1

참가 물질

4

반응물 2

HCID 24614Phosphorus tribromideHCID 178603856-(Hydroxymethyl)benzothiazole

생성물 1

HCID 534069936-(Bromomethyl)benzo[d]thiazole수율 86%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

Dissolve benzothiazol-6-yl-methanol (0.4 g, 2.55 mmol) in diethyl ether (10 mL) and add slowly a solution of phosphorus tribromide (0.7 g, 2.55 mmol) in diethyl ether (5 mL). Stir the reaction mixture for 2 h at ambient temperature, wash with brine, dry the organic phase over anhydrous Na2SO4, evaporate the solvent and purify by chromatography on silica gel eluting with hexane/EtOAc (1:0, 9:1 and 4:1) to obtain the title compound as a white solid (0.5 g, 86%). MS (ES+) m/z: 229 (M+H)+.

후처리

  1. washwash with brine
  2. dry with materialdry the organic phase over anhydrous Na2SO4
  3. customevaporate the solvent
  4. custompurify by chromatography on silica gel eluting with hexane/EtOAc (1:0, 9:1 and 4:1)

출처 및 근거

ORD 기록
ord-c75aa26a36be44babbe045d5a0040eb7
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08580780B2

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