HRID1277572

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID14798

Sodium Hydroxide

HNaO

HCID96240

1,3-Benzenedisulfonyl dichloride

C6H4Cl2O4S2

HCID20574811

未命名化合物

PRODUCTS

生成物

结构：CCCCN(Cc1c(C)cc(C(C)(C)C)c(O)c1C)S(=O)(=O)c1cccc(S(=O)(=O)N(CCCC)Cc2c(C)cc(C(C)(C)C)c(O)c2C)c1

HCID54391157

未命名化合物

收率 100.1%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID180

Acetone

C3H6O

溶剂HCID962

Water

H2O

PROCEDURE

实验过程

To a stirred solution of 6-t-butyl-3-(butylaminomethyl)-2,4-dimethylphenol (5.26 grams; 0.02 mole) in acetone (40 mls) is slowly added 1,3-benzenedisulfonyl chloride (2.75 grams; 0.01 mole) while maintaining the temperature at 25°-30° C. by cooling. To this mixture is slowly added a solution of 50% caustic soda (1.6 grams; 0.02 mole) in water (22 mls) while maintaining the temperature at 25°-30° C. by cooling. The mixture is allowed to come to room temperature and stirred for 15 hours. The mixture is then allowed to settle, and the upper layer is separated and slowly treated with ice water (100 mls). The resulting oil which separates solidifies upon standing for 2.5 hours. The solid is then recovered by filtration to obtain the crude product (7.3 grams; 100% of theoretical). Recrystallization of the crude product from glacial acetic acid affords the pure product (2.5 grams; m.p. 143°-144.5° C.).

WORKUP

后处理

temperaturewhile maintaining the temperature at 25°-30° C.
temperatureby cooling
temperaturewhile maintaining the temperature at 25°-30° C.
temperatureby cooling
customto come to room temperature
customthe upper layer is separated
additionslowly treated with ice water (100 mls)
waitupon standing for 2.5 hours
filtrationThe solid is then recovered by filtration

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-939760b5f2914b99835e6e0774665500
来源数据集: uspto-grants-1981_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04278577
来源说明: uspto-grants-1981_07

反应 SMILES

[C:1]([C:5]1[C:10]([OH:11])=[C:9]([CH3:12])[C:8]([CH2:13][NH:14][CH2:15][CH2:16][CH2:17][CH3:18])=[C:7]([CH3:19])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[C:20]1([S:30](Cl)(=[O:32])=[O:31])[CH:25]=[CH:24][CH:23]=[C:22]([S:26](Cl)(=[O:28])=[O:27])[CH:21]=1.[OH-:34].[Na+]>CC(C)=O.O>[CH2:15]([N:14]([CH2:13][C:8]1[C:9]([CH3:12])=[CH:10][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[C:6]([OH:34])[C:7]=1[CH3:19])[S:30]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([S:26]([N:14]([CH2:15][CH2:16][CH2:17][CH3:18])[CH2:13][C:8]2[C:7]([CH3:19])=[CH:6][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[C:10]([OH:11])[C:9]=2[CH3:12])(=[O:28])=[O:27])[CH:21]=1)(=[O:32])=[O:31])[CH2:16][CH2:17][CH3:18]