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Methyl Ethyl Ketone → (3RS,4RS)-4-[4-(2-chloroethyloxy)phenyl]-7-methoxymethyloxy-3-[4-(methoxymethyloxy)phenyl]-3-methyl-thiochroman

HRID 1859348
ノート
印刷プレビュー

反応式

HRID 1859348 の反応式
C(C(C)=O)C.[OH:6][C:7]1[CH:12]=[CH:11][C:10]([CH:13]2[C:22]3[C:17](=[CH:18][C:19]([O:23][CH2:24][O:25][CH3:26])=[CH:20][CH:21]=3)[S:16][CH2:15][C:14]2([C:28]2[CH:33]=[CH:32][C:31]([O:34][CH2:35][O:36][CH3:37])=[CH:30][CH:29]=2)[CH3:27])=[CH:9][CH:8]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:45][CH2:46][Cl:47]>O>[Cl:47][CH2:46][CH2:45][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH:13]2[C:22]3[C:17](=[CH:18][C:19]([O:23][CH2:24][O:25][CH3:26])=[CH:20][CH:21]=3)[S:16][CH2:15][C:14]2([C:28]2[CH:29]=[CH:30][C:31]([O:34][CH2:35][O:36][CH3:37])=[CH:32][CH:33]=2)[CH3:27])=[CH:9][CH:8]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6569Methyl Ethyl KetoneHCID 78491-Bromo-2-ChloroethaneHCID 11430Potassium CarbonateHCID 22123581(3RS,4RS)-4-(4-hydroxyphenyl)-7-methoxymethyloxy-3-[4-(methoxymethyloxy)phenyl]-3-methylthiochroman

生成物 1

HCID 22123597(3RS,4RS)-4-[4-(2-chloroethyloxy)phenyl]-7-methoxymethyloxy-3-[4-(methoxymethyloxy)phenyl]-3-methyl-thiochroman収率 48%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To methyl ethyl ketone solution (3 ml) of (3RS,4RS)-4-(4-hydroxyphenyl)-7-methoxymethyloxy-3-[4-(methoxymethyloxy)phenyl]-3-methyl-thiochroman (126 mg, 0.28 mmol) were added potassium carbonate (96 mg, 0.70 mmol) and 1-bromo-2-chloroethane (115 ml, 1.38 mmol), and the mixture was heated under refluxing for 70 hours. After adding water, the reaction solution was extracted with ethyl acetate. The extract was distilled under reduced pressure to remove the solvent and the crude product thus obtained was then purified using silica gel plate (ethyl acetate:hexane=1:2) to obtain 69 mg (yield: 48%) of the title compound.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder refluxing for 70 hours
  3. extractionthe reaction solution was extracted with ethyl acetate
  4. distillationThe extract was distilled under reduced pressure
  5. customto remove the solvent
  6. customthe crude product thus obtained
  7. customwas then purified

出典と根拠

ORDレコード
ord-2d0fecaafe9d47449a39e514f8254dfd
出典データセット
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06153768

反応ノート

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