Dichloromethane → 9,9-Bis(trimethylsilyloxymethyl)fluorene

HRID 2252528ノート

反応式

HRID 2252528 の反応式
[OH:1][CH2:2][C:3]1([CH2:16][OH:17])[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2.ClCCl.[CH3:21][Si:22](Cl)([CH3:24])[CH3:23]>C(N(CC)CC)C>[CH3:21][Si:22]([CH3:24])([CH3:23])[O:1][CH2:2][C:3]1([CH2:16][O:17][Si:22]([CH3:24])([CH3:23])[CH3:21])[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 6397ChlorotrimethylsilaneHCID 3450229H-Fluorene-9,9-dimethanol

生成物 1

HCID 226390959,9-Bis(trimethylsilyloxymethyl)fluorene収率 88%

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

1 g of 9,9-bis(hydroxymethyl)-fluorene was admixed with 20 ml of dichloromethane. The mixture was cooled in ice-water bath, and 1.9 ml of triethyl amine was added thereto. Then 1.4 ml of trimethylsilyl chloride was added drop-wise, and the mixture was stirred in ice-water bath for further 2 hours. The reaction mixture was washed with water, and the organic layer separated was dried over anhydrous sodium sulfate. After filtration, the filtrate was evaporated to give 1.41 g of concentrate (yield 88%). The crude product was purified by column chromatography using petroleum ether as eluent, to give colorless pure compound. MS (El) m/e: 370(M+).

後処理

  1. washThe reaction mixture was washed with water
  2. customthe organic layer separated
  3. dry with materialwas dried over anhydrous sodium sulfate
  4. filtrationAfter filtration
  5. customthe filtrate was evaporated
  6. customto give 1.41 g
  7. concentrationof concentrate (yield 88%)
  8. customThe crude product was purified by column chromatography
  9. customto give colorless pure compound

出典と根拠

ORDレコード
ord-ec2192eefd9f4b1f82934f5e38b30b42
出典データセット
uspto-grants-2008_01
特許番号
US07323431B2

反応ノート

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