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Sodium borohydride → 2,3,5,6-Tetrafluoro-4'-hydroxymethyl-biphenyl-4-carboxylic acid methyl ester

HRID 1470662
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HRID 1470662 반응식
[CH3:1][O:2][C:3]([C:5]1[C:10]([F:11])=[C:9]([F:12])[C:8]([C:13]2[CH:18]=[CH:17][C:16]([CH:19]=[O:20])=[CH:15][CH:14]=2)=[C:7]([F:21])[C:6]=1[F:22])=[O:4].[BH4-].[Na+]>CO>[CH3:1][O:2][C:3]([C:5]1[C:6]([F:22])=[C:7]([F:21])[C:8]([C:13]2[CH:14]=[CH:15][C:16]([CH2:19][OH:20])=[CH:17][CH:18]=2)=[C:9]([F:12])[C:10]=1[F:11])=[O:4]
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 580739392,3,5,6-Tetrafluoro-4'-formyl-biphenyl-4-carboxylic acid methyl ester

생성물 1

HCID 580739242,3,5,6-Tetrafluoro-4'-hydroxymethyl-biphenyl-4-carboxylic acid methyl ester수율 86.9%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
-10 °C

실험 절차

2,3,5,6-Tetrafluoro-4′-formyl-biphenyl-4-carboxylic acid methyl ester (1.26 g, 4.03 mmol) was dissolved in methanol (30 mL) and cooled to −10° C. Sodium borohydride (0.76 g, 20.19 mmol) was added portion wise and reaction mixture stirred by maintaining the same temperature. The progress of the reaction was monitored by TLC. After completion, the reaction mixture was concentrated to dryness. The obtained residue was redissolved in ethyl acetate (50 mL) and washed with water (20 mL×2) followed by brine, dried over anhydrous sodium sulphate and concentrated to get colorless solid (1.1 g, 86.75%).

후처리

  1. customreaction mixture
  2. temperatureby maintaining the same temperature
  3. concentrationAfter completion, the reaction mixture was concentrated to dryness
  4. dissolutionThe obtained residue was redissolved in ethyl acetate (50 mL)
  5. washwashed with water (20 mL×2)
  6. dry with materialdried over anhydrous sodium sulphate
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-ca523cb9a0a64791bc519b4763ff9765
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09006454B2

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