Sodium Chloride → {1-[(Benzyloxy)methyl]cyclobutyl}methyl methanesulfonate

HRID 1180764ノート

反応式

HRID 1180764 の反応式
[CH2:1]([O:8][CH2:9][C:10]1([CH2:14][OH:15])[CH2:13][CH2:12][CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:23][S:24](Cl)(=[O:26])=[O:25].[Cl-].[Na+]>ClCCl>[CH3:23][S:24]([O:15][CH2:14][C:10]1([CH2:9][O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:11][CH2:12][CH2:13]1)(=[O:26])=[O:25]

参加物

6

反応物 4

HCID 5234Sodium ChlorideHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 11458402(1-((Benzyloxy)methyl)cyclobutyl)methanol

生成物 1

HCID 11346646{1-[(Benzyloxy)methyl]cyclobutyl}methyl methanesulfonate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 12.0 g (59.0 mmol) of {1-[(benzyloxy)methyl]cyclobutyl}methanol in 180 mL of dichloromethane was added 9.93 ml (70.8 mmol) of triethylamine at 0° C. followed by the addition of 5.02 mL (64.9 mmol) of methanesulfonyl chloride. After stirring for 2 h, saturated sodium chloride solution was added. The organic phase was isolated, dried using magnesium sulfate, and concentrated under vacuum to afford the crude product, which was used directly in the next step. 1H NMR (300 MHz, CDCl3) δ 7.39-7.32 (m, 5H), 4.57 (s, 2H), 4.30 (s, 2H), 3.52 (s, 2H), 2.98 (s, 3H), 1.95 (m, 6H).

後処理

  1. customThe organic phase was isolated
  2. customdried
  3. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-14527ff28ba54ae0a76ac68d373da9ec
出典データセット
uspto-grants-2007_10
特許番号
US07282512B2

反応ノート

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