Hydrochloric Acid → (S)-4-(2',5'-dimethoxy-3',4',6'-trimethylphenyl)-2-methyl-1-toluenesulphonyloxy-2-butanol

HRID 247636노트

반응식

HRID 247636 반응식
[S:1](Cl)([C:4]1[CH:10]=[CH:9][C:7](C)=[CH:6][CH:5]=1)(=[O:3])=[O:2].[CH3:12][O:13][C:14]1[C:19]([CH3:20])=[C:18]([CH3:21])[C:17]([O:22][CH3:23])=[C:16]([CH3:24])[C:15]=1[CH2:25][CH2:26][C@:27]([CH3:31])([OH:30])[CH2:28][OH:29].N1C=CC=C[CH:33]=1.Cl>C(Cl)Cl>[CH3:12][O:13][C:14]1[C:19]([CH3:20])=[C:18]([CH3:21])[C:17]([O:22][CH3:23])=[C:16]([CH3:24])[C:15]=1[CH2:25][CH2:26][C@:27]([CH3:31])([OH:30])[CH2:28][O:29][S:1]([C:4]1[CH:5]=[CH:6][CH:7]=[CH:9][C:10]=1[CH3:33])(=[O:2])=[O:3]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 11129761(S)-4-(2,5-dimethoxy-3,4,6-trimethylphenyl)-2-methyl-1,2-butanediol

생성물 1

HCID 86740735(S)-4-(2',5'-dimethoxy-3',4',6'-trimethylphenyl)-2-methyl-1-toluenesulphonyloxy-2-butanol수율 95%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

237 mg of tosyl chloride and 350 mg of (S)-4-(2',5'-dimethoxy-3',4',6'-trimethylphenyl)-2-methyl-1,2-butanediol were dissolved in 1 ml of methylene chloride. 0.180 ml of pyridine was then added dropwise at 0° C. and the mixture was left to stand at 0° C. for 1 hour and then at room temperature for 16 hours. 1 g of ice and 0.3 ml of concentrated hydrochloric acid were thereupon added. The mixture was then extracted with methylene chloride and the extracts were dried and concentrated. There were obtained 511 mg (95%) of (S)-4-(2',5'-dimethoxy-3',4',6'-trimethylphenyl)-2-methyl-1-toluylsulphonyloxy-2-butanol.

후처리

  1. waitthe mixture was left
  2. waitat room temperature for 16 hours
  3. extractionThe mixture was then extracted with methylene chloride
  4. customthe extracts were dried
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4dfaf337269145889795702b66b66c2f
출처 데이터셋
uspto-grants-1987_11
특허 번호
US04709055

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