2-(Carboxymethyl)-4-nitrobenzoic acid → 2-(2-(Hydroxymethyl)-5-nitrophenyl)ethanol

HRID 580938ノート

反応式

HRID 580938 の反応式
[C:1]([CH2:4][C:5]1[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[CH:11]=[CH:10][C:6]=1[C:7](O)=[O:8])(O)=[O:2]>C1COCC1>[OH:8][CH2:7][C:6]1[CH:10]=[CH:11][C:12]([N+:14]([O-:16])=[O:15])=[CH:13][C:5]=1[CH2:4][CH2:1][OH:2]

参加物

3

反応物 1

HCID 71720252-(Carboxymethyl)-4-nitrobenzoic acid

生成物 1

HCID 107265862-(2-(Hydroxymethyl)-5-nitrophenyl)ethanol収率 78.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A THF (60 mL) solution of 2-carboxymethyl-4-nitro-benzoic acid (3.0 g , 13.3 mmol) was treated with borane-THF complex (53.3 mL, 53.3 mmol) over 15 min at 0° C. The reaction was stirred for 18.5 hrs, quenched with THF/water (1:1, 30 mL), water (20 mL) added and the layers separated. The aqueous layer was reextracted with THF (30 mL); the combined organic phase washed with brine, dried with magnesium sulfate, and solvent removed under vacuum to give the product as a white solid (2.06 g, 78%) mp=79-81° C.

後処理

  1. customquenched with THF/water (1:1, 30 mL), water (20 mL)
  2. additionadded
  3. customthe layers separated
  4. washthe combined organic phase washed with brine
  5. dry with materialdried with magnesium sulfate, and solvent
  6. customremoved under vacuum

出典と根拠

ORDレコード
ord-aea0da7d72a74c94bfa40cbd484c7c0d
出典データセット
uspto-grants-1999_07
特許番号
US05919795

反応ノート

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