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

HRID 514453

反応式

HRID 514453 の反応式
[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

参加物

3

反応物 1

HCID 787824-Chlorosalicylic acid

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-fb9b2566fa2442639839d8d0d4291d11
出典データセット
uspto-grants-2015_08
特許番号
US09107916B2

関連ノート

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