Sodium borohydride → Methyl 3-bromo-5-(hydroxymethyl)-4-methylbenzoate

HRID 337658ノート

反応式

HRID 337658 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([CH:13]=[O:14])[C:11]=1[CH3:12])[C:5]([O:7][CH3:8])=[O:6].[BH4-].[Na+]>CO>[Br:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([CH2:13][OH:14])[C:11]=1[CH3:12])[C:5]([O:7][CH3:8])=[O:6]

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 86651684Methyl 3-bromo-5-formyl-4-methylbenzoate

生成物 1

HCID 66896191Methyl 3-bromo-5-(hydroxymethyl)-4-methylbenzoate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a methanol (0.1 M) solution of methyl 3-bromo-5-formyl-4-methylbenzoate (1 eq.) from the previous step was added sodium borohydride (4 eq.) portionwise. The resulting mixture was stirred at RT for 3 h. The reaction was subsequently quenched with cold 10% aq. HCl and extracted with ether. The combined organic extracts were then washed with water and brine, dried over Na2SO4 and filtered. Concentration of the filtrate in vacuo afforded the title compound as a white solid.

後処理

  1. customThe reaction was subsequently quenched with cold 10% aq. HCl
  2. extractionextracted with ether
  3. washThe combined organic extracts were then washed with water and brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered

出典と根拠

ORDレコード
ord-fafbeae335f44fd68172e70daf5e7c8a
出典データセット
uspto-grants-2014_11
特許番号
US08889714B2

反応ノート

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