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

HRID 580938노트

반응식

HRID 580938 반응식
[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]

참가 물질

3

반응물 1

HCID 71720252-(Carboxymethyl)-4-nitrobenzoic acid

생성물 1

HCID 107265862-(2-(Hydroxymethyl)-5-nitrophenyl)ethanol수율 78.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-aea0da7d72a74c94bfa40cbd484c7c0d
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05919795

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