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

HRID 325119
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HRID 325119 반응식
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]
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참가 물질

6

반응물 4

HCID 962WaterHCID 24526ChlorineHCID 61475Sodium Thiosulfate PentahydrateHCID 118590Methyl 2-chloromethylbenzoate

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-03f995e3028f4f0dac76202d2a66d46c
출처 데이터셋
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06222060B1

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