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

Hydrochloric Acid → Tert-butyl 3-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-3-hydroxypentanoate

HRID 1007862
ノート
印刷プレビュー

反応式

HRID 1007862 の反応式
Br[CH2:2][C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4].Cl.[CH2:11]([O:18][CH2:19][C:20]1[C:21]([O:30][CH3:31])=[N:22][CH:23]=[CH:24][C:25]=1[C:26](=[O:29])[CH2:27][CH3:28])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[Cl-].[NH4+]>O1CCCC1.[Zn]>[CH2:11]([O:18][CH2:19][C:20]1[C:21]([O:30][CH3:31])=[N:22][CH:23]=[CH:24][C:25]=1[C:26]([OH:29])([CH2:27][CH3:28])[CH2:2][C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4])[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 79177tert-Butyl bromoacetateHCID 105411281-(3-Benzyloxymethyl-2-methoxy-pyridin-4-yl)-propan-1-one

生成物 1

HCID 10834902Tert-butyl 3-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-3-hydroxypentanoate収率 95%

試薬・触媒・溶媒 2

HCID 23994
Zinc
触媒
HCID 8028Tetrahydrofuran溶媒

実験手順

tert-butyl bromoacetate (13 ml, 80 mmol) is added dropwise to a zinc suspension (5.3 g, 80 mmol activated with 6N HCl over 10 seconds, then washed successively with water until a neutral pH is achieved, with acetone and with diethyl ether) in anhydrous tetrahydrofuran (60 ml) under reflux. The reaction medium is maintained under reflux for another 10 minutes after the addition is terminated. Then, a solution of 1-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-1-propanone (5.8 g, 20 mmol) in anhydrous tetrahydrofuran (20 ml) is added and the reaction mixture is agitated under reflux for another hour. The reaction is stopped at 0° C. with saturated aqueous ammonium chloride (100 ml) and the reaction mixture is extracted with diethyl ether. The combined extracts are dried over sodium sulphate and evaporated, which produces a yellow oil which is purified by column chromatography (SiO2, TBMO/HX: 5/95 to 10/90) in order to obtain the tert-butyl ester (J) (7 g, 95%) in the form of a limpid liquid.

後処理

  1. washwashed successively with water until a neutral pH
  2. temperatureunder reflux
  3. temperatureThe reaction medium is maintained
  4. temperatureunder reflux for another 10 minutes
  5. additionafter the addition
  6. customis terminated
  7. temperatureunder reflux for another hour
  8. extractionthe reaction mixture is extracted with diethyl ether
  9. dry with materialThe combined extracts are dried over sodium sulphate
  10. customevaporated
  11. customwhich produces a yellow oil which
  12. customis purified by column chromatography (SiO2, TBMO/HX: 5/95 to 10/90) in order

出典と根拠

ORDレコード
ord-5e6a206c6e4042338c07002ba77ce101
出典データセット
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06797715B1

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート