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Diethyl Ether → Ethyl 2,6-difluoro-4-[(3-hydroxy-4-chloro-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalene-2-carbonyl)-amino]-benzoate

HRID 1935657
ノート
印刷プレビュー

反応式

HRID 1935657 の反応式
[F:1][C:2]1[CH:12]=[C:11]([NH:13][C:14]([C:16]2[C:25]([OH:26])=[CH:24][C:23]3[C:22]([CH3:28])([CH3:27])[CH2:21][CH2:20][C:19]([CH3:30])([CH3:29])[C:18]=3[CH:17]=2)=[O:15])[CH:10]=[C:9]([F:31])[C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].S(Cl)([Cl:35])(=O)=O.C(OCC)C>ClCCl>[F:1][C:2]1[CH:12]=[C:11]([NH:13][C:14]([C:16]2[C:25]([OH:26])=[C:24]([Cl:35])[C:23]3[C:22]([CH3:28])([CH3:27])[CH2:21][CH2:20][C:19]([CH3:30])([CH3:29])[C:18]=3[CH:17]=2)=[O:15])[CH:10]=[C:9]([F:31])[C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5]
参加物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 3283Diethyl EtherHCID 24648Sulfuryl chlorideHCID 22465056Ethyl 2,6-difluoro-4-[(3-hydroxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalene-2-carbonyl)-amino]-benzoate2 回

生成物 1

HCID 10298591Ethyl 2,6-difluoro-4-[(3-hydroxy-4-chloro-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalene-2-carbonyl)-amino]-benzoate

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

To a solution ethyl 2,6-difluoro-4-[(3-hydroxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalene-2-carbonyl)-amino]-benzoate (Compound C, 227 mg, 0.52 mmol) in 10 ml of anhydrous dichloromethane under nitrogen at 25° C. was added sulfuryl chloride (0.0413 ml, 0.57 mmol) and anhydrous ethyl ether (0.054 ml, 0.52 mmol). Reaction was instantaneous at 25° C. as monitored by 1H NMR. The reaction mixture was quenched with saturated NaHCO3 then extracted with ethyl acetate. The organic layer was washed with water, brine and dried over Na2SO4. The title compound was obtained as a white solid after column chromatography with ethyl acetate:hexane (1:9).

後処理

  1. customReaction
  2. customwas instantaneous at 25° C.
  3. customThe reaction mixture was quenched with saturated NaHCO3
  4. extractionthen extracted with ethyl acetate
  5. washThe organic layer was washed with water, brine
  6. dry with materialdried over Na2SO4

出典と根拠

ORDレコード
ord-6abf7bc3a4384040ac155343446acb96
出典データセット
uspto-grants-2002_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06387950B2

反応ノート

読み込み中…

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