Triethylamine → (R)-glycidyl methanesulfonate

HRID 339765ノート

反応式

HRID 339765 の反応式
[CH2:1]1[O:3][C@H:2]1[CH2:4][OH:5].C(N(CC)CC)C.[CH3:13][S:14](Cl)(=[O:16])=[O:15]>CN(C=O)C>[CH3:13][S:14]([O:5][CH2:4][C@@H:2]1[O:3][CH2:1]1)(=[O:16])=[O:15]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 6973630(-)-Glycidol

生成物 1

HCID 12461091(R)-glycidyl methanesulfonate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

A solution of (S)-(−)-glycidol (8.6 mL, 130 mmol) and triethylamine (36.2 mL, 260 mmol, 2.0 equiv.) in DMF (250 mL) was cooled over an ice bath and methanesulfonyl chloride (10.1 mL, 130 mmol, 1.0 equiv.) was added dropwise. The mixture was stirred for 1.5 hr at room temperature affording a 0.47 M solution of (R)-glycidyl methanesulfonate in DMF, which was used without further purification.

出典と根拠

ORDレコード
ord-2f9adc3493324321b07976fe9d19e93a
出典データセット
uspto-grants-2014_11
特許番号
US08895549B2

反応ノート

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