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Dichloromethane → 7-(Dimethoxythiophosphorylmethyl) naphthalene-1-carboxylic acid tert-butyl ester

HRID 496326
ノート
印刷プレビュー

反応式

HRID 496326 の反応式
[P:1]([O-:6])([O:4][CH3:5])[S:2]C.[C:7]([O:11][C:12]([C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[C:21]([CH2:24]Br)[CH:22]=2)[CH:17]=[CH:16][CH:15]=1)=[O:13])([CH3:10])([CH3:9])[CH3:8].[OH-].[Na+].Cl[CH2:29]Cl>[Cl-].C([N+](CC)(CC)CC1C=CC=CC=1)C.O>[C:7]([O:11][C:12]([C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[C:21]([CH2:24][P:1]([O:6][CH3:29])([O:4][CH3:5])=[S:2])[CH:22]=2)[CH:17]=[CH:16][CH:15]=1)=[O:13])([CH3:10])([CH3:9])[CH3:8]
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 6344DichloromethaneHCID 14798Sodium HydroxideHCID 121243517-Bromomethylnaphthalene-1-carboxylic acid tert-butyl esterHCID 86596782Dimethyl thiophosphite

生成物 1

HCID 697362767-(Dimethoxythiophosphorylmethyl) naphthalene-1-carboxylic acid tert-butyl ester

試薬・触媒・溶媒 2

HCID 66133
Benzyl triethylammonium chloride
触媒
HCID 962Water溶媒

実験手順

A solution of dimethyl thiophosphite (3.84 g, 30.5 mmol), crude 7-bromomethylnaphthalene-1-carboxylic acid tert-butyl ester (11.2 g, 34.9 mmol) and triethylbenzylammonium chloride (0.72 g, 3.17 mmol) in dichloromethane (100 mL) was cooled on an ice bath and a solution of sodium hydroxide (12.7 g, 0.317 mol) in water (12.7 mL) was added slowly with vigorous stirring. The ice bath was then removed and the mixture stirred overnight. The next morning, it was washed with water, dried (magnesium sulfate), and the solvent removed under reduced pressure to give crude 7-(dimethoxythiophosphorylmethyl) naphthalene-1-carboxylic acid tert-butyl ester (See FIG. 1) (10.38 g) as orange oil.

後処理

  1. customThe ice bath was then removed
  2. washThe next morning, it was washed with water
  3. dry with materialdried (magnesium sulfate)
  4. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-a1335bbf37fd4126b76753cf24cfda59
出典データセット
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06943267B1

反応ノート

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