ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Potassium Carbonate → [(2,3-Dihydro-3-oxo-1H-naphtho[2,1-b]pyran-8-yl)oxy]acetic Acid 1,1-Dimethylethyl Ester

HRID 1648104
ノート
印刷プレビュー

反応式

HRID 1648104 の反応式
[OH:1][C:2]1[CH:3]=[C:4]2[C:13](=[CH:14][CH:15]=1)[C:12]1[CH2:11][CH2:10][C:9](=[O:16])[O:8][C:7]=1[CH:6]=[CH:5]2.Br[CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[CH3:23][C:22]([O:21][C:19](=[O:20])[CH2:18][O:1][C:2]1[CH:3]=[C:4]2[C:13](=[CH:14][CH:15]=1)[C:12]1[CH2:11][CH2:10][C:9](=[O:16])[O:8][C:7]=1[CH:6]=[CH:5]2)([CH3:25])[CH3:24]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 79177tert-Butyl bromoacetate2 回HCID 199219571,2-Dihydro-8-hydroxy-3H-naphtho[2,1-b]pyran-3-one

生成物 1

HCID 54520651[(2,3-Dihydro-3-oxo-1H-naphtho[2,1-b]pyran-8-yl)oxy]acetic Acid 1,1-Dimethylethyl Ester収率 91%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

反応条件

温度
60 °C

実験手順

A mixture of 2.18 g (10.2 mmol) of 1,2-dihydro-8-hydroxy-3H-naphtho[2,1-b]pyran-3-one from the preceding example, 4.84 g (24.8 mmol) of t-butyl bromoacetate, 5.63 g (40.7 mmol) of anhydrous granular potassium carbonate and 55.5 mL of 2-butanone was heated at 60° C. for 24 hr. A second portion of t-butyl bromoacetate (0.5 mL, 3.1 mmol) was added and the reaction was allowed to proceed for another 17 hr. After being cooled to room temperature, the mixture was filtered and the solids were washed with ethyl acetate and ether. The filtrate and washes were combined and concentrated in vacuo, and the crude product was flash chromatographed on 360 g of silica gel, eluting with hexane-ethyl acetate (7:1 then 6:1) affording 3.04 g (91.0%) of the title compound as a white solid, mp 95°-96° C.

後処理

  1. temperatureAfter being cooled to room temperature
  2. filtrationthe mixture was filtered
  3. washthe solids were washed with ethyl acetate and ether
  4. concentrationconcentrated in vacuo
  5. customchromatographed on 360 g of silica gel
  6. washeluting with hexane-ethyl acetate (7:1

出典と根拠

ORDレコード
ord-d966d50141bb4db688e42da38fa61368
出典データセット
uspto-grants-1995_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05434186

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート