Diethyl Ether → 1,3-Benzodithiolylium Tetrafluoroborate (Hydroxyl-Protecting Agent)

HRID 483960

反応式

HRID 483960 の反応式
C(O[CH:7]1[S:11][C:10]2[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=2[S:8]1)CC(C)C.[B:16]([F:19])([F:18])[F:17].[FH:20].C(OCC)C>C(OC(=O)C)(=O)C>[F:17][B-:16]([F:20])([F:19])[F:18].[S+:8]1[C:9]2[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=2[S:11][CH:7]=1

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 5926411,3-Dithiaindane, 2-(3-methylbutyl)oxy-HCID 9855450Trifluoroborane Hydrofluoride

生成物 1

HCID 27359711,3-Benzodithiolylium Tetrafluoroborate (Hydroxyl-Protecting Agent)収率 50%

試薬・触媒・溶媒 1

HCID 7918Acetic Anhydride溶媒

実験手順

16.0 g (0.067 mole) of 2-isopentyloxy-1,3-benzodithiol (V) obtained in Synthesis Example 1 was dissolved in 200 ml of acetic anhydride. A 42% aqueous solution of hydrofluoroboric acid was added dropwise to the reaction solution in 30 minutes under cooling with ice. After the reaction solution was stirred at room temperature for 30 minutes, 200 ml of diethyl ether was added thereto. The formed salt was filtered off and washed with 100 ml of diethyl ether. The resulting salt was dried to obtain 12.0 g (yield: 50%) of the desired compound (VI) as a white crystal (decomposition temperature: 150°-151° C.). The physical properties of the compound were as follows:

後処理

  1. temperatureunder cooling with ice
  2. filtrationThe formed salt was filtered off
  3. washwashed with 100 ml of diethyl ether
  4. customThe resulting salt was dried

出典と根拠

ORDレコード
ord-d6f4a5e010db430e8eea160dd93b63d8
出典データセット
uspto-grants-1993_07
特許番号
US05229238

関連ノート

読み込み中…