Hydrochloric Acid → 2,4-Dimethylresorcinol

HRID 538947

反応式

HRID 538947 の反応式
[OH:1][C:2]1[C:9]([CH3:10])=[C:8]([OH:11])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[BH3-]C#N.[Na+].Cl.O>C1COCC1>[CH3:10][C:9]1[C:2]([OH:1])=[C:3]([CH3:4])[CH:6]=[CH:7][C:8]=1[OH:11]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 803952,4-Dihydroxy-3-methylbenzaldehydeHCID 5003444Sodium cyanoborohydride

生成物 1

HCID 694522,4-Dimethylresorcinol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of compound 8 (0.90 g, 5.9 mmol) and NaBH3CN (1.1 g, 17.7 mmol) in THF (36 mL) was slowly added 1 M HCl (17.7 mL) to keep pH of the mixture at 3. The mixture was stirred at room temperature for 3 h. Water (50 mL) was added, and then the mixture was extracted with diethyl ether (50 mL×3). The combined organic layers were dried over Na2SO4 and then evaporated. The obtained white powder (0.58 g, 70%) was used to next step without further purification. 1H-NMR (CDCl3, 400 MHz): δ6.85 (1H, d, J=8.1 Hz), 6.37 (1H, d, J=8.1 Hz), 2.22 (3H, s), 2.19 (3H, s). 13C-NMR (CDCl3, 100 MHz) δ152.8, 127.6, 115.1, 109.9, 107.0, 15.5, 8.2.

後処理

  1. extractionthe mixture was extracted with diethyl ether (50 mL×3)
  2. dry with materialThe combined organic layers were dried over Na2SO4
  3. customevaporated
  4. customThe obtained white powder (0.58 g, 70%) was used to next step without further purification

出典と根拠

ORDレコード
ord-a7b125a9323d48a585b91dafc41ba54f
出典データセット
uspto-grants-2014_10
特許番号
US08865914B2

関連ノート

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