8-Bromochroman-4-carboxylic acid → (8-bromo-3,4-dihydro-2H-chromen-4-yl)methanol

HRID 2173255노트

반응식

HRID 2173255 반응식
[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[O:10][CH2:9][CH2:8][CH:7]2[C:12](O)=[O:13]>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[O:10][CH2:9][CH2:8][CH:7]2[CH2:12][OH:13]

참가 물질

3

반응물 1

HCID 675164228-Bromochroman-4-carboxylic acid

생성물 1

HCID 67516017(8-bromo-3,4-dihydro-2H-chromen-4-yl)methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

A solution of 8-bromo-3,4-dihydro-2H-chromene-4-carboxylic acid (3.1 g, 12 mmol) in 50 mL THF was added BH3 (24 mL, 24 mmol, C=1.0 M in THF) dropwise at 0° C. The mixture was stirred at 0° C. for 2-3 hours before quenched with MeOH (8 mL), and evaporated. The residue was partitioned between water and EtOAc. The organic phase was washed with 3N HCl, saturated Na2CO3, and brine, dried over anhydrous Na2SO4 and concentrated to afford (8-bromo-3,4-dihydro-2H-chromen-4-yl)methanol.

후처리

  1. custombefore quenched with MeOH (8 mL)
  2. customevaporated
  3. customThe residue was partitioned between water and EtOAc
  4. washThe organic phase was washed with 3N HCl, saturated Na2CO3, and brine
  5. dry with materialdried over anhydrous Na2SO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-765f330068a042cabb7d7196779be9ac
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09056859B2

반응 노트

불러오는 중…