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Water → Methyl 2-[(chlorosulfonyl)methyl]benzoate

HRID 325119
ノート
印刷プレビュー

反応式

HRID 325119 の反応式
O.O.O.O.O.O.[S:7]([O-:11])([O-])(=[O:9])=S.[Na+].[Na+].[CH3:14][O:15][C:16](=[O:25])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:23]Cl.[Cl:26]Cl>C(O)(=O)C>[C:16]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:23][S:7]([Cl:26])(=[O:11])=[O:9])([O:15][CH3:14])=[O:25]
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 962WaterHCID 24526ChlorineHCID 61475Sodium Thiosulfate PentahydrateHCID 118590Methyl 2-chloromethylbenzoate

生成物 1

HCID 10857839Methyl 2-[(chlorosulfonyl)methyl]benzoate収率 83%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of water (50 ml) and 29.5 g of sodium thiosulfate pentahydrate was added to o-(chloromethyl)benzoic acid methyl ester 20 g, and stirred for 5 hours at 50˜55° C. 300 ml of acetic acid was added and then excess of chlorine gas for 3 hours was infused, while maintaining the internal temperature of reactor at 5˜10° C. The reaction mixture was further stirred for 1 hour at the same temperature. Excess of chlorine gas was removed via infusion of nitrogen gas and with the addition of ice water (300 ml), stirred for 30 minutes. A solid, so formed, was filtered with a cold water and dried to afford 22.4 g of desired compound (yield 83%) as a white solid.

後処理

  1. temperaturewhile maintaining the internal temperature of reactor at 5˜10° C
  2. stirringThe reaction mixture was further stirred for 1 hour at the same temperature
  3. customExcess of chlorine gas was removed via infusion of nitrogen gas and with the addition of ice water (300 ml)
  4. stirringstirred for 30 minutes
  5. customA solid, so formed
  6. filtrationwas filtered with a cold water
  7. customdried

出典と根拠

ORDレコード
ord-03f995e3028f4f0dac76202d2a66d46c
出典データセット
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06222060B1

反応ノート

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