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

HRID 2173255ノート

反応式

HRID 2173255 の反応式
[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]

参加物

3

反応物 1

HCID 675164228-Bromochroman-4-carboxylic acid

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-765f330068a042cabb7d7196779be9ac
出典データセット
uspto-grants-2015_06
特許番号
US09056859B2

反応ノート

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