4-Chlorosalicylic acid → 5-Chloro-2-(hydroxymethyl)phenol

HRID 514453

반응식

HRID 514453 반응식
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[C:4]([OH:11])[CH:3]=1>C1COCC1>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][OH:7])=[C:4]([OH:11])[CH:3]=1

참가 물질

3

반응물 1

HCID 787824-Chlorosalicylic acid

생성물 1

HCID 3271485-Chloro-2-(hydroxymethyl)phenol수율 63,058.699%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

BH3 (1M in THF, 359 mL) was added into a solution of 4-chloro-2-hydroxybenzoic acid (20.63 g, 0.12 mmol) in THF (40 mL) drop wise at 0° C. After which, the mixture was stirred at r.t. overnight. Extracted with EA twice, and washed the organic phase with brine and dried with anhydrous Na2SO4, concentrated to give the title compound (12 g, 63%). 1H NMR (400 MHz, DMSO-d6): δ 4.42 (2H, s), 4.97-5.06 (1H, m), 6.77 (1H, d, J=2.0 Hz), 6.82 (1H, dd, J=2.0 Hz, 8.0 Hz), 7.27 (1H, d, J=8.4 Hz), 9.85 (1H, s).

후처리

  1. extractionExtracted with EA twice
  2. washwashed the organic phase with brine
  3. dry with materialdried with anhydrous Na2SO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-fb9b2566fa2442639839d8d0d4291d11
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09107916B2

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