Carbamic Acid → 2,6-Di-sec-butylphenol

HRID 885788ノート

反応式

HRID 885788 の反応式
C(=O)(O)N.[CH:5]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH:15]([CH2:17][CH3:18])[CH3:16])[C:10]=1[O:19]C(=O)N)([CH2:7][CH3:8])[CH3:6].[OH-].[Na+]>O1CCOCC1>[CH:15]([C:11]1[CH:12]=[CH:13][CH:14]=[C:9]([CH:5]([CH2:7][CH3:8])[CH3:6])[C:10]=1[OH:19])([CH2:17][CH3:18])[CH3:16]

参加物

5

反応物 3

HCID 277Carbamic AcidHCID 14798Sodium HydroxideHCID 66725334Carbamic acid 2,6-di-sec-butylphenyl ester

生成物 1

HCID 216852,6-Di-sec-butylphenol収率 100.3%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

R-(+)-1-Phenyl-ethyl)-carbamic acid (+2,6-di-sec-butylphenyl ester (1b) (4.1 g, 11.6 mmol) was dissolved in a 100 ml 1:1 mixture of dioxane: 1M NaOH aq. The reaction mixture was stirred at 70° C. for 15 min. Volatiles were removed at reduced pressure to a volume of ˜50-70 ml. The pH was adjusted to 3-4 with 1M HCl. The phenol was extracted with ether (3×50 ml), washed with 1 M HCl, brine and dried over anhydrous MgSO4. Evaporation yielded crude yellow oil (2.4 g, ˜100%). Vacuum distillation was performed (120-125° C./-5 mm) (2.1 g, 89%). Optical rotation: α20D=−14.11° (c=2, pentane).

後処理

  1. customVolatiles were removed at reduced pressure to a volume of ˜50-70 ml
  2. extractionThe phenol was extracted with ether (3×50 ml)
  3. washwashed with 1 M HCl, brine
  4. dry with materialdried over anhydrous MgSO4
  5. customEvaporation

出典と根拠

ORDレコード
ord-97bd165b2743472e8b6268a3f70ffb92
出典データセット
uspto-grants-2012_08
特許番号
US08242315B2

反応ノート

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