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Hydrochloric Acid → 2-Benzyl-benzo[b]thiophene-3-carboxaldehyde

HRID 1871313
ノート
印刷プレビュー

反応式

HRID 1871313 の反応式
[Sn](Cl)(Cl)(Cl)Cl.[CH2:6]([C:13]1[S:17][C:16]2[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=2[CH:14]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[CH3:22][O:23]C(Cl)Cl.Cl>ClCCl>[CH2:6]([C:13]1[S:17][C:16]2[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=2[C:14]=1[CH:22]=[O:23])[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=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 313Hydrochloric AcidHCID 21004Methane, dichloromethoxy-HCID 24287Tin tetrachlorideHCID 127581572-Benzyl-1-benzothiophene

生成物 1

HCID 234456472-Benzyl-benzo[b]thiophene-3-carboxaldehyde収率 85.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒

実験手順

Tin chloride (14.0 mL, 119.6 mmol) was added dropwise into a cold (-20° C.) solution of 2-benzyl-benzo[b]thiophene (13.4 g, 59.8 mmol) in dichloromethane (150.0 mL). After 1 h, to the reaction was added dropwise dichioromethyl methyl ether (119.6 mmol). The mixture was allowed to gradually come to 0° C., and then stirred for 20 hours. The mixture was carefully poured into HCl (2N) and ice, and extracted with ethyl ether. The ethereal extracts were dried (MgSO4) and concentrated to give 12.9 g (85%) of the title compound after crystallization from ethyl ether/hexanes, yellow solid mp 86-88 ° C.; mass spectrum m/z 252 (M+). Anal. Calcd. for C16H12Os : C 76.16; H, 4.79. Found: C, 75.77; H, 4.85

後処理

  1. customto gradually come to 0° C.
  2. extractionextracted with ethyl ether
  3. dry with materialThe ethereal extracts were dried (MgSO4)
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-f05b4a57de494ba3abf83179f75500e6
出典データセット
uspto-grants-2000_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06103708

反応ノート

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